Eiichi Nakamura

Summary

Affiliation: University of Tokyo
Country: Japan

Publications

  1. doi request reprint Binding of aromatic molecules in the fullerene-rich interior of a fullerene bilayer vesicle in water
    Koji Harano
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    Chem Commun (Camb) 49:7629-31. 2013
  2. doi request reprint Movies of molecular motions and reactions: the single-molecule, real-time transmission electron microscope imaging technique
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, Japan
    Angew Chem Int Ed Engl 52:236-52. 2013
  3. ncbi request reprint Imaging of conformational changes of biotinylated triamide molecules covalently bonded to a carbon nanotube surface
    Eiichi Nakamura
    Nakamura Functional Carbon Cluster Project, Exploratory Research for Advanced Technology, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 130:7808-9. 2008
  4. ncbi request reprint Electron microscopic imaging of a single Group 8 metal atom catalyzing C-C bond reorganization of fullerenes
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:14151-3. 2011
  5. ncbi request reprint Low-valent iron-catalyzed C-C bond formation-addition, substitution, and C-H bond activation
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Org Chem 75:6061-7. 2010
  6. ncbi request reprint Functionalized fullerenes in water. The first 10 years of their chemistry, biology, and nanoscience
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Acc Chem Res 36:807-15. 2003
  7. doi request reprint In vitro and in vivo gene delivery with tailor-designed aminofullerenes
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Rec 10:260-70. 2010
  8. ncbi request reprint Stereoselective synthesis of tetra-substituted olefins via addition of zinc enolates to unactivated alkynes
    Masaharu Nakamura
    Department of Chemistry, University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 6:4837-40. 2004
  9. doi request reprint Construction of a chiral quaternary carbon center by indium-catalyzed asymmetric alpha-alkenylation of beta-ketoesters
    Taisuke Fujimoto
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 130:4492-6. 2008
  10. pmc In vivo gene delivery by cationic tetraamino fullerene
    Rui Maeda-Mamiya
    Department of Chemistry and Exploratory Research for Advanced Technology Japan Science and Technology Agency, University of Tokyo, 7 3 1 Hongo Bunkyo, Tokyo 113 0033, Japan
    Proc Natl Acad Sci U S A 107:5339-44. 2010

Collaborators

Detail Information

Publications91

  1. doi request reprint Binding of aromatic molecules in the fullerene-rich interior of a fullerene bilayer vesicle in water
    Koji Harano
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    Chem Commun (Camb) 49:7629-31. 2013
    ....
  2. doi request reprint Movies of molecular motions and reactions: the single-molecule, real-time transmission electron microscope imaging technique
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, Japan
    Angew Chem Int Ed Engl 52:236-52. 2013
    ....
  3. ncbi request reprint Imaging of conformational changes of biotinylated triamide molecules covalently bonded to a carbon nanotube surface
    Eiichi Nakamura
    Nakamura Functional Carbon Cluster Project, Exploratory Research for Advanced Technology, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 130:7808-9. 2008
    ..The images also provide direct support for the accepted wisdom that the curved regions of pristine carbon nanotubes are chemically reactive...
  4. ncbi request reprint Electron microscopic imaging of a single Group 8 metal atom catalyzing C-C bond reorganization of fullerenes
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:14151-3. 2011
    ..The results not only represent a rare example of direct observation of a single-metal catalysis but also have implications for the use of single metal atom catalysis in Group 8 metal heterogeneous catalysis...
  5. ncbi request reprint Low-valent iron-catalyzed C-C bond formation-addition, substitution, and C-H bond activation
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Org Chem 75:6061-7. 2010
    ..This Perspective summarizes a series of iron-catalyzed C-C bond formation reactions developed by us, which include (asymmetric) carbometalation of olefins, cross-coupling of alkyl halides, and activation of sp(2) and sp(3) C-H bonds...
  6. ncbi request reprint Functionalized fullerenes in water. The first 10 years of their chemistry, biology, and nanoscience
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Acc Chem Res 36:807-15. 2003
    ..In these areas of research, synthetic organic chemistry has played an important role in the creation of tailor-made molecules...
  7. doi request reprint In vitro and in vivo gene delivery with tailor-designed aminofullerenes
    Eiichi Nakamura
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Rec 10:260-70. 2010
    ..The studies demonstrate the power of organic synthesis as driven by scientifically and socially important subjects...
  8. ncbi request reprint Stereoselective synthesis of tetra-substituted olefins via addition of zinc enolates to unactivated alkynes
    Masaharu Nakamura
    Department of Chemistry, University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 6:4837-40. 2004
    ..The method complements the conventional Knoevenagel synthesis of this class of compounds as to the choice of the starting material and the scope and stereochemistry of the product...
  9. doi request reprint Construction of a chiral quaternary carbon center by indium-catalyzed asymmetric alpha-alkenylation of beta-ketoesters
    Taisuke Fujimoto
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 130:4492-6. 2008
    ..The selectivity increased as the reaction temperature was raised to 120 degrees C and decreased at higher temperatures...
  10. pmc In vivo gene delivery by cationic tetraamino fullerene
    Rui Maeda-Mamiya
    Department of Chemistry and Exploratory Research for Advanced Technology Japan Science and Technology Agency, University of Tokyo, 7 3 1 Hongo Bunkyo, Tokyo 113 0033, Japan
    Proc Natl Acad Sci U S A 107:5339-44. 2010
    ..In conclusion, this study demonstrated effective gene delivery in vivo for the first time using a water-soluble fullerene...
  11. doi request reprint Selective synthesis of Co8S15 cluster in bowl-shaped template of the pentaaryl[60]fullerene ligand
    Masashi Maruyama
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 135:10914-7. 2013
    ....
  12. ncbi request reprint Iron-catalyzed, directed oxidative arylation of olefins with organozinc and Grignard reagents
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 12:2838-40. 2010
    ....
  13. doi request reprint Nickel-catalyzed monosubstitution of polyfluoroarenes with organozinc reagents using alkoxydiphosphine ligand
    Yuki Nakamura
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 14:3316-9. 2012
    ..Aryl and alkylzinc reagents smoothly take part in the reaction. It is speculated that monosubstitution is the result of accelerated product expulsion from the product/catalyst complex...
  14. doi request reprint Iron-catalyzed chemo- and stereoselective hydromagnesiation of diarylalkynes and diynes
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 134:16951-4. 2012
    ..Under similar conditions, diynes are chemo-, regio-, and stereoselectively hydromagnesiated. The resulting alkenylmagnesium compounds are a platform for further functionalization as a one-pot reaction...
  15. doi request reprint Synthesis of functionalized 1H-indenes via copper-catalyzed arylative cyclization of arylalkynes with aromatic sulfonyl chlorides
    Xiaoming Zeng
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:17638-40. 2011
    ..The reaction allowed the synthesis of polycyclic aromatic hydrocarbons, such as a bis(indene), indacene, and fused polyarene derivatives, some of them showing strong fluorescence in solution and the solid state...
  16. ncbi request reprint Synthesis and bioimaging of positron-emitting 15O-labeled 2-deoxy-D-glucose of two-minute half-life
    Hideki Yorimitsu
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Asian J 2:57-65. 2007
    ..15O-labeling offers the possibility of repetitive scanning and the use of multiple PET tracers in the same body within a short time, and hence should significantly expand the scope of PET studies of small animals...
  17. doi request reprint Imaging the passage of a single hydrocarbon chain through a nanopore
    Masanori Koshino
    Exploratory Research for Advanced Technology, Nakamura Functional Carbon Cluster Project, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Nat Nanotechnol 3:595-7. 2008
    ..Based on experiments at 293 K and 4 K we conclude that the major energy source for the molecular motions observed at 4 K is the electron beam used for the imaging...
  18. doi request reprint Synthesis of tetrasubstituted alkenes by stereo- and regioselective stannyllithiation of diarylacetylenes
    Hayato Tsuji
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 132:11854-5. 2010
    ..A tetraarylethene bearing different aryl groups can be synthesized similarly and cyclized to a substituted dibenzo[g,p]chrysene derivative via a palladium-catalyzed arylation reaction...
  19. doi request reprint Copper-catalyzed formal [4 + 2] annulation between alkyne and fullerene bromide
    Zuo Xiao
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 132:12234-6. 2010
    ..This reaction takes place in 60-75% overall yield from [60]fullerene and creates axial chirality in the product because of restricted rotation of the top aryl groups...
  20. ncbi request reprint Gene delivery by aminofullerenes: structural requirements for efficient transfection
    Hiroyuki Isobe
    Department of Chemistry and ERATO JST, The University of Tokyo, Hongo, Bunkyo ku, Tokyo, 113 0033, Japan
    Chem Asian J 1:167-75. 2006
    ....
  21. ncbi request reprint Addition of dihydromethano group to fullerenes to improve the performance of bulk heterojunction organic solar cells
    Yutaka Matsuo
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo, 113 0033, Japan
    Adv Mater 25:6266-9. 2013
    ..This class of compounds features reduced conjugation that raises the LUMO level, and a high electron mobility because of the small CH2 addend. ..
  22. ncbi request reprint Iron-catalyzed ortho-allylation of aromatic carboxamides with allyl ethers
    Sobi Asako
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 135:17755-7. 2013
    ..The reaction proceeds via fast iron-catalyzed C-H activation, followed by reaction of the resulting iron intermediate with the allyl ether in γ-selective fashion. ..
  23. doi request reprint A water-soluble fullerene vesicle alleviates angiotensin II-induced oxidative stress in human umbilical venous endothelial cells
    Rui Maeda
    Center for NanoBio Integration, The University of Tokyo, Japan
    Hypertens Res 31:141-51. 2008
    ..These observations show that the PhK water-soluble fullerene vesicle is promising as a compound controlling not only exogenous ROS, but also endogenous AII-mediated pathophysiological conditions...
  24. doi request reprint Modular synthesis of benzo[b]phosphole derivatives via BuLi-mediated cyclization of (o-alkynylphenyl)phosphine
    Hayato Tsuji
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo, Japan
    Org Lett 10:2263-5. 2008
    ..An example is given for the synthesis of a bis-benzo[b]phosphole, which can be further converted to the corresponding benzo[b]phosphole oxide possessing high electron affinity...
  25. doi request reprint pi-Conjugated multidonor/acceptor arrays of fullerene-cobaltadithiolene-tetrathiafulvalene: from synthesis and structure to electronic interactions
    Yutaka Matsuo
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 131:12643-9. 2009
    ..The third-order NLO measurement of the array gave the magnitude of the third-order nonlinear susceptibility, |chi((3))|, values to be 9.28 x 10(-12) esu, suggesting the pi-conjugation of donors and acceptors in the array...
  26. ncbi request reprint Indium-catalyzed cycloisomerization of omega-alkynyl-beta-ketoesters into six- to fifteen-membered rings
    Hayato Tsuji
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Angew Chem Int Ed Engl 46:8060-2. 2007
  27. doi request reprint Conformational analysis of single perfluoroalkyl chains by single-molecule real-time transmission electron microscopic imaging
    Koji Harano
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033 Japan
    J Am Chem Soc 136:466-73. 2014
    ..Several lines of evidence suggest that the graphitic substrate and the attached molecules are very cold. ..
  28. doi request reprint Protein-coated nanocapsules via multilevel surface modification. Controlled preparation and microscopic analysis at nanometer resolution
    Koji Harano
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    Chem Commun (Camb) 49:3525-7. 2013
    ....
  29. doi request reprint Photostability of a dyad of magnesium porphyrin and fullerene and its application to photocurrent conversion
    Takahiko Ichiki
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Commun (Camb) 49:279-81. 2013
    ..When it is fabricated into a binary system using imidazole carboxylic acid as a linker to indium tin oxide, the molecule effects efficient photocurrent generation that surpasses the device using the corresponding zinc porphyrin...
  30. doi request reprint Nickel-catalyzed synthesis of diarylamines via oxidatively induced C-N bond formation at room temperature
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 14:5570-3. 2012
    ..A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species...
  31. doi request reprint An amorphous mesophase generated by thermal annealing for high-performance organic photovoltaic devices
    Hideyuki Tanaka
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo, 113 0033, Japan
    Adv Mater 24:3521-5. 2012
    ..This suggests that the mesophase improves the hierarchical ordering of the materials, that is, the morphology of the n-layer and the interfacial contact and, hence, the carrier generation efficiency at the donor-acceptor interface...
  32. ncbi request reprint Zn(II)/amine-catalyzed coupling reaction of alkylidenemalonates with propargyl alcohol: a one-pot synthesis of methylenetetrahydrofurans
    Masaharu Nakamura
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 6:2015-7. 2004
    ..In the presence of catalytic amounts of zinc triflate [Zn(OTf)(2)] and triethylamine (Et(3)N), various 2-alkylidene-1,3-dicarbonyl compounds reacted with propargyl alcohol to give 3- or 4-methylene tetrahydrofurans in excellent yields...
  33. doi request reprint Selective multiaddition of organocopper reagents to fullerenes
    Yutaka Matsuo
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Rev 108:3016-28. 2008
  34. doi request reprint Synthesis of benzo[b]siloles via KH-promoted cyclization of (2-alkynylphenyl)silanes
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 11:3966-8. 2009
    ..Some of these compounds showed a high fluorescence quantum yield both in solution and in the solid state, and they also showed reversible reduction in THF...
  35. doi request reprint Reductive benzylation of dimetallo hexaaryl[70]fullerenes on the equatorial region
    Takeshi Fujita
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Asian J 5:835-40. 2010
    ..Electrochemical analysis of the hexa(organo) and octa(organo) ruthenium complexes suggests that the modification of the belt region does not affect the electronic communication between the two metal centers...
  36. pmc siRNA delivery targeting to the lung via agglutination-induced accumulation and clearance of cationic tetraamino fullerene
    Kosuke Minami
    1 Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan 2
    Sci Rep 4:4916. 2014
    ..We applied our delivery system to an animal model of sepsis, indicating the potential of TPFE-based siRNA delivery for clinical applications. ..
  37. doi request reprint Heterogeneous nucleation of organic crystals mediated by single-molecule templates
    Koji Harano
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Nat Mater 11:877-81. 2012
    ..Our findings suggest that template-induced heterogeneous nucleation mechanistically resembles two-step homogeneous nucleation...
  38. doi request reprint Loading pentapod deca(organo)[60]fullerenes with electron donors: from photophysics to photoelectrochemical bilayers
    Yutaka Matsuo
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 132:6342-8. 2010
    ..triplet excited state). The unique molecular architecture of 4, in combination with its remarkable donor-acceptor properties, validates the use of the pentapod deca(aryl)[60]fullerene in photoelectrochemically active molecular devices...
  39. ncbi request reprint Synthesis of chiral alpha-fluoroketones through catalytic enantioselective decarboxylation
    Masaharu Nakamura
    Department of Chemistry, The University of Tokyo, Hongo, Tokyo, Japan
    Angew Chem Int Ed Engl 44:7248-51. 2005
  40. doi request reprint Modular synthesis of functionalized benzosiloles by tin-mediated cyclization of (o-Alkynylphenyl)silane
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 130:4240-1. 2008
    ....
  41. doi request reprint Preparation and properties of vesicles made of nonpolar/polar/nonpolar fullerene amphiphiles
    Tatsuya Homma
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:6364-70. 2011
    ..These vesicles, in particular the one bearing icosanyl chains, exhibit the smallest water permeability coefficient ever found for a self-assembled membrane in water...
  42. ncbi request reprint Indium-catalyzed [1 + n] annulation reaction between beta-ketoester and alpha,omega-diyne
    Hayato Tsuji
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 11:1845-7. 2009
    ..This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five- to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields...
  43. ncbi request reprint Preparation, purification, characterization, and cytotoxicity assessment of water-soluble, transition-metal-free carbon nanotube aggregates
    Hiroyuki Isobe
    Department of Chemistry and Center for NanoBio Integration, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    Angew Chem Int Ed Engl 45:6676-80. 2006
  44. doi request reprint Air- and heat-stable planar tri-p-quinodimethane with distinct biradical characteristics
    Xiaozhang Zhu
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:16342-5. 2011
    ..The synthetic approach is such that a smaller and larger oligo-p-quinodimethane can be synthesized...
  45. doi request reprint Triazole-linked analogue of deoxyribonucleic acid ((TL)DNA): design, synthesis, and double-strand formation with natural DNA
    Hiroyuki Isobe
    Department of Chemistry, Tohoku University, Aoba ku, Sendai 980 8578, Japan
    Org Lett 10:3729-32. 2008
    ..The chain elongation reaction using copper-catalyzed Huisgen cycloaddition was successful and gave the artificial oligonucleotide that formed a stable double strand with the complementary strand of natural DNA...
  46. pmc Energetics of water permeation through fullerene membrane
    Hiroyuki Isobe
    Department of Chemistry, University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Proc Natl Acad Sci U S A 104:14895-8. 2007
    ..The findings provide possibilities of membrane design in science and technology...
  47. ncbi request reprint Alkylation of magnesium enamide with alkyl chlorides and fluorides
    Takuji Hatakeyama
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 127:14192-3. 2005
    ..The reaction takes place with a high level of inversion of stereochemistry at the electrophilic carbon center and will be useful for production of optically active compounds...
  48. doi request reprint A ruthenium bridge in fullerene-ferrocene arrays: synthesis of [Ru(C60Me5)R(CO)2] (R=C6H4Fc, C identical withCFc) and their charge-transfer properties
    Yutaka Matsuo
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, 7 3 1 Hongo, Bunkyo ku, Tokyo, 113 0033, Japan
    Chem Asian J 3:841-8. 2008
    ..0 ps; tau(CS)=152 ps). Thus, the structural difference between the phenylene and acetylene bridges in 1 and 2, respectively, was found to change the outcome of the photophysical processes...
  49. ncbi request reprint Reaction pathway of conjugate addition of lithium organozincates to s-trans-enones
    Masanobu Uchiyama
    Advanced Elements Chemistry Laboratory, RIKEN The Institute of Physical and Chemical Research, Hirosawa 2 1, Wako, Saitama 351 0198, Japan
    J Am Chem Soc 129:13360-1. 2007
  50. ncbi request reprint Synthesis, crystal packing, and ambipolar carrier transport property of twisted dibenzo[g,p]chrysenes
    Yasuyuki Ueda
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033 Japan
    Chem Asian J 9:1623-8. 2014
    ..Functional groups on DBC frameworks are considered to increase carrier mobility through the enhancement of intermolecular interactions in the brickwork packing structures. ..
  51. ncbi request reprint Mobility of long-lived fullerene radical in solid state and nonlinear temperature dependence
    Yoko Abe
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 112 0033, Japan
    J Am Chem Soc 136:3366-9. 2014
    ..5 × 10(-3) cm(2) V(-1) s(-1). The nonlinearity is due to the plastic crystalline nature of fullerene crystals. ..
  52. doi request reprint Electropolymerized conjugated polyelectrolytes with tunable work function and hydrophobicity as an anode buffer in organic optoelectronics
    Sebastian Lacher
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    ACS Appl Mater Interfaces 4:3396-404. 2012
    ..Furthermore, the surface hydrophobicity of these new copolymer films was found to be sensitive to the chemical groups attached to the polymer backbone, offering an attractive method for surface energy tuning. ..
  53. ncbi request reprint Synthesis of anthranilic acid derivatives through iron-catalyzed ortho amination of aromatic carboxamides with N-chloroamines
    Tatsuaki Matsubara
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 136:646-9. 2014
    ..The choice of the directing group and diphosphine ligand is crucial for obtaining the anthranilic acid derivative with high yield and product selectivity. ..
  54. doi request reprint Regioselective [2 + 2] cycloaddition of a fullerene dimer with an alkyne triggered by thermolysis of an interfullerene C-C bond
    Zuo Xiao
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 15:2176-8. 2013
    ..Experimental and theoretical data suggest that the reaction is triggered by cleavage of the interfullerene C-C bond and formation of a monomeric fullerene radical...
  55. doi request reprint Reactivity of a Metastable Cobalt(III) Trisulfide Complex: Multiple CH Functionalization of p-Xylene and Disulfides to Afford Photofunctional Cobalt Complexes
    Masashi Maruyama
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033 Japan
    Angew Chem Int Ed Engl 52:3015-8. 2013
    ..These reactions produced a series of photofunctional motifs of sulfur-rich cobalt complexes. The measured photophysical properties of these complexes suggest promising molecular designs for photocurrent generating materials...
  56. doi request reprint 1-Aryl-4-silylmethyl[60]fullerenes: synthesis, properties, and photovoltaic performance
    Yutaka Matsuo
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Asian J 8:121-8. 2013
    ..The most efficient device exhibited a power-conversion efficiency of 3.4% (short-circuit current density: 8.1 mA/cm(2), open-circuit voltage: 0.69 V, fill factor: 0.59)...
  57. ncbi request reprint Carbazolyl Benzo[1,2-b:4,5-b']difuran: An Ambipolar Host Material for Full-Color Organic Light-Emitting Diodes
    Chikahiko Mitsui
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033 Japan, Fax 81 3 5800 6889
    Chem Asian J 7:1443-50. 2012
    ..Notably, CZBDF also enabled us to fabricate RGB-emitting homojunction OLEDs, with performances comparable or superior to the heterojunction devices composed of several materials...
  58. ncbi request reprint Tetraaryl-Substituted Benzo[1,2-b:4,5-b']dipyrroles: Synthesis, Properties, and Applications to Hole-Injection Materials in OLED Devices
    Hayato Tsuji
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033 Japan, Fax 81 3 5800 6889
    Chem Asian J 4:655-7. 2009
    ..Correlation of the IP values with the driving voltage shed some light on the mechanism of hole-injection processes...
  59. ncbi request reprint Nonviral gene delivery by tetraamino fullerene
    Hiroyuki Isobe
    Department of Chemistry, Graduate School of Medicine, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    Mol Pharm 3:124-34. 2006
    ..The stiffness of the fullerene/DNA complex may play some role in the success of the fullerene method...
  60. doi request reprint Iron-catalyzed C-H bond activation for the ortho-arylation of aryl pyridines and imines with Grignard reagents
    Naohiko Yoshikai
    Department of Chemistry, School of Science, The University of Tokyo, Tokyo 113 0033, Japan
    Chem Asian J 6:3059-65. 2011
    ..Studies on a stoichiometric reaction and kinetic isotope effects shed light on the reaction intermediate and the C-H bond-activation step...
  61. ncbi request reprint 3-zinciobenzofuran and 3-zincioindole: versatile tools for the construction of conjugated structures containing multiple benzoheterole units
    Masaharu Nakamura
    Department of Chemistry, University of Tokyo and Nakamura Functional Carbon Cluster Project ERATO, Japan Science and Technology Agency, Hongo, Bunkyo ku
    Angew Chem Int Ed Engl 45:944-7. 2006
  62. ncbi request reprint Electric field dependent photocurrent generation in a thin-film organic photovoltaic device with a [70]fullerene-benzodifuranone dyad
    Pirmin A Ulmann
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Phys Chem Chem Phys 13:21045-9. 2011
    ..These results indicate that the benzodifuranone moiety attached to the acceptor contributes to light-harvesting by energy transfer...
  63. ncbi request reprint Iron-catalyzed C-C bond formation at alpha-position of aliphatic amines via C-H bond activation through 1,5-hydrogen transfer
    Naohiko Yoshikai
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033
    J Am Chem Soc 132:5568-9. 2010
    ..Mechanistic studies including labeling experiments indicate that the reaction involves radical translocation triggered by the formation of a radical-like species by removal of the iodide group...
  64. ncbi request reprint Cobalt-catalyzed coupling of alkyl Grignard reagent with benzamide and 2-phenylpyridine derivatives through directed C-H bond activation under air
    Quan Chen
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    Org Lett 13:3232-4. 2011
    ..The dialkylated product is selectively obtained when N-methylcarboxamide is employed as a substrate, whereas N-phenyl- or N-isopropylcarboxamide preferentially gives the monoalkylated product...
  65. ncbi request reprint Mechanistic study of the manganese-catalyzed [2 + 2 + 2] annulation of 1,3-dicarbonyl compounds and terminal alkynes
    Naohiko Yoshikai
    Department of Chemistry, The University of Tokyo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 131:4099-109. 2009
    ..An alternative mechanism involving a manganacyclopentadiene intermediate failed to account for the experimental regioselectivity, although it may be occurring as a very minor competitive pathway...
  66. doi request reprint Synthesis of benzotrifuran and benzotripyrrole derivatives and molecular orientations on the surface and in the solid state
    Hayato Tsuji
    Department of Chemistry, The University of Tokyo, 7 3 1, Hongo, Bunkyo ku, Tokyo 113 0033 Japan, Fax 81 3 5800 6889 JST PRESTO, 4 1 8, Honcho, Kawaguchi, Saitama 332 0012 Japan
    Chem Asian J 8:2377-82. 2013
    ..We also found that diverse molecular 3-D orientations were derived in their single crystals according to substituents on the molecules and that the emission properties in the solid state are dependent on their packing manners. ..
  67. doi request reprint New sensitizers for dye-sensitized solar cells featuring a carbon-bridged phenylenevinylene
    Xiaozhang Zhu
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Commun (Camb) 49:582-4. 2013
    ..The cells show IPCE values of greater than 90%, PCEs of up to 7.12%, and high open circuit voltages reaching close to 0.8 V based on the iodide/triiodide electrolyte...
  68. doi request reprint Carbon-bridged oligo(phenylenevinylene)s: stable π-systems with high responsiveness to doping and excitation
    Xiaozhang Zhu
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 134:19254-9. 2012
    ..For example, COPV-6 can be doped with an extremely small reorganization energy and form a bipolaron delocalized over the entire π-conjugated system. Applications to bulk and molecular optoelectronic devices are foreseen...
  69. doi request reprint Cobalt-Catalyzed ortho-Alkylation of Secondary Benzamide with Alkyl Chloride through Directed C-H Bond Activation
    Quan Chen
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033
    J Am Chem Soc 133:428-9. 2011
    ..Cyclohexylmagnesium chloride formally acts to remove hydrogen atoms from the amide nitrogen and from the ortho-position and to generate the active cobalt species...
  70. doi request reprint Benzo[c]thiophene-C60 diadduct: an electron acceptor for p-n junction organic solar cells harvesting visible to near-IR light
    Yonggang Zhen
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Asian J 7:2644-9. 2012
    ..5-3 times higher (2.8%) than that for devices with BP or TiOPc alone because the binary-donor device can utilize light between λ=350 and 950 nm...
  71. ncbi request reprint Naphtho[2,1-b:6,5-b']difuran: a versatile motif available for solution-processed single-crystal organic field-effect transistors with high hole mobility
    Chikahiko Mitsui
    Department of Chemistry, School of Science, The University of Tokyo, Tokyo, Japan
    J Am Chem Soc 134:5448-51. 2012
    ..These features originate from the dense crystal packing and the resulting large intermolecular π-orbital overlap as well as from the small reorganization energy, all of which originate from the small radius of an oxygen atom...
  72. ncbi request reprint Deterioration of bulk heterojunction organic photovoltaic devices by a minute amount of oxidized fullerene
    Yutaka Matsuo
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    Chem Commun (Camb) 48:3878-80. 2012
    ....
  73. ncbi request reprint Iron-catalyzed regio- and stereoselective chlorosulfonylation of terminal alkynes with aromatic sulfonyl chlorides
    Xiaoming Zeng
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    Org Lett 14:954-6. 2012
    ..Addition of tosyl chloride to a 1,6-enyne followed by radical 5-exo-trig cyclization gave an exocyclic alkenylsulfone...
  74. ncbi request reprint Iron-catalyzed oxidative monoarylation of primary amines with organozinc reagents
    Yuki Nakamura
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033
    Org Lett 13:5998-6001. 2011
    ..Halogen groups such as F, Cl, Br, and I are tolerated well. The dichloride oxidant and heat are essential to achieve the C-N bond formation presumably from a catalytic iron intermediate species bearing aryl and amido groups...
  75. ncbi request reprint Phenanthrene synthesis by iron-catalyzed [4+2] benzannulation between alkyne and biaryl or 2-alkenylphenyl Grignard reagent
    Arimasa Matsumoto
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 133:6557-9. 2011
    ..The reaction tolerates sensitive functional groups such as bromide and olefin. When applied to a 1,3-diyne, the annulation reaction takes place on both acetylenic moieties to give a bisphenanthrene derivative...
  76. ncbi request reprint Isolation of planar four-membered aromatic systems by using confined spaces of cobalt pentaaryl[60]fullerene complexes
    Masashi Maruyama
    Department of Chemistry, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 133:6890-3. 2011
    ..This work provides new insight into the aromaticity of four-membered ring systems and advances the understanding of aromatic organometallic compounds...
  77. ncbi request reprint Synthesis of fullerene glycoconjugates through sulfide connection in aqueous media
    Hiroyuki Isobe
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 5:4461-3. 2003
    ..The sulfide-connection methodology is also useful for synthesis of simpler amphiphilic fullerene molecules, such as one bearing five carboxylic acid groups...
  78. ncbi request reprint Molecular photoelectric switch using a mixed SAM of organic [60]fullerene and [70]fullerene doped with a single iron atom
    Yutaka Matsuo
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:9932-7. 2011
    ..The quantum efficiency of the photocurrent generation by the mixed SAM is comparable to that of a single-component SAM, indicating that the individual diode molecules on ITO generate photocurrents independently with little cross talk...
  79. ncbi request reprint Ultra-rapid synthesis of 15O-labeled 2-deoxy-D-glucose for positron emission tomography (PET)
    Hideki Yorimitsu
    University of Tokyo, Department of Chemistry, Hongo, Bunkyo ku, Japan
    Angew Chem Int Ed Engl 44:2708-11. 2005
  80. ncbi request reprint A scalable synthesis of methano[60]fullerene and congeners by the oxidative cyclopropanation reaction of silylmethylfullerene
    Ying Zhang
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 133:8086-9. 2011
    ....
  81. ncbi request reprint Regiocontrolled Synthesis of 1,2-Di(organo)fullerenes via Copper-Assisted 1,4-Aryl Migration from Silicon to Carbon
    Ying Zhang
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 13:6058-61. 2011
    ....
  82. ncbi request reprint Face-to-face C6F5-[60]fullerene interaction for ordering fullerene molecules and application to thin-film organic photovoltaics
    Chang Zhi Li
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Chem Commun (Camb) 46:8582-4. 2010
    ....
  83. ncbi request reprint Octupole-like supramolecular aggregates of conical iron fullerene complexes into a three-dimensional liquid crystalline lattice
    Chang Zhi Li
    Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency JST, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 132:15514-5. 2010
    ..In addition to this lattice formation mechanism, the molecules incorporate noteworthy features, such as redox active C(60)/ferrocene and luminescent cyclophenacene...
  84. ncbi request reprint Synthesis of imino[60]fullerenes using nitriles and trimethylsilylmethyl triflate
    Keiko Matsuo
    Department of Chemistry, The University of Tokyo, Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    Org Lett 11:4192-4. 2009
    ..The desired imino[60]fullerene derivative C(60)(R(1)) [C(=NCH(2)SiMe(3))R(2)] was produced in a yield up to 80%. The structure of the product with R(1) = C(6)H(4)-OMe-4 and R(2) = Ph was determined by single-crystal X-ray analysis...
  85. ncbi request reprint Random telegraphic conductance fluctuation at au-pentacene-au nanojunctions
    Yuki Kihira
    Department of Chemistry, The University of Tokyo, Bunkyo ku, Tokyo 113 0033, Japan, and ERATO Nakamura Functional Carbon Cluster Project, Bunkyo ku, Tokyo 113 0033, Japan
    Nano Lett 9:1442-6. 2009
    ..This result, along with the buckyferrocene (Fe(C(60)(CH(3))(5))C(5)H(5)) result, suggests that the conductance fluctuation originates from the current-induced geometrical fluctuation around a single molecule...
  86. ncbi request reprint Iron-catalyzed stereospecific activation of olefinic C-H bonds with Grignard reagent for synthesis of substituted olefins
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:7672-5. 2011
    ..Several lines of evidence suggest that the reaction proceeds via iron-catalyzed olefinic C-H bond activation rather than an oxidative Mizoroki-Heck-type reaction...
  87. ncbi request reprint Molecular and supramolecular control of the work function of an inorganic electrode with self-assembled monolayer of umbrella-shaped fullerene derivatives
    Sebastian Lacher
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 133:16997-7004. 2011
    ..The study also illustrates the ability of the photoelectron yield spectroscopy technique to rapidly measure the work function of a SAM-covered substrate and the ionization potential value of a molecule on the surface...
  88. ncbi request reprint Hydroxyphosphine Ligand for Nickel-Catalyzed Cross-Coupling through Nickel/Magnesium Bimetallic Cooperation
    Naohiko Yoshikai
    Department of Chemistry, The University of Tokyo, Bunkyo ku, Tokyo 113 0033, Japan
    J Am Chem Soc 131:9590-9. 2009
    ....
  89. ncbi request reprint Iron-Catalyzed Chemoselective ortho Arylation of Aryl Imines by Directed C--H Bond Activation
    Naohiko Yoshikai
    Department of Chemistry, The University of Tokyo, 7 3 1 Hongo, Bunkyo ku, Tokyo 113 0033 Japan, Fax 81 3 5800 6889
    Angew Chem Int Ed Engl 48:2925-8. 2009
    ..The title reaction features mild and selective C--H bond activation in the presence of aryl bromide, chloride, or sulfonate groups, and 1,2-dichloroisobutane is essential to achieve such selectivity...
  90. ncbi request reprint Cobalt-catalyzed chemoselective insertion of alkene into the ortho C-H bond of benzamide
    Laurean Ilies
    Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo 113 0033, Japan
    J Am Chem Soc 133:5221-3. 2011
    ..Notable features of this reaction include the structural variety of the alkene and the amide substrate and the tolerance of functional groups such as halide, olefin, ester, and amide groups...
  91. ncbi request reprint Fractal behavior of functionalized fullerene aggregates. I. Aggregation of two-handed tetraaminofullerene with DNA
    Qicong Ying
    Department of Chemistry, Stony Brook University, Stony Brook, New York 11794 3400, USA
    Langmuir 21:9824-31. 2005
    ..Results from scanning electron microscopy (SEM) also disclosed the different textures between TH homoaggregates and TH-DNA heteroaggregates; the former had a more dense packing than the latter one...