Christopher Reed

Summary

Affiliation: University of California
Country: USA

Publications

  1. pmc The structure of the hydrogen ion (H(aq)+) in water
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 132:1484-5. 2010
  2. doi Hydrogen bonding versus hyperconjugation in condensed-phase carbocations
    Christopher A Reed
    Department of Chemistry, University of California, Riverside, California 92651, USA
    Org Biomol Chem 11:3797-802. 2013
  3. pmc H(+), CH(3)(+), and R(3)Si(+) carborane reagents: when triflates fail
    Christopher A Reed
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92521, USA
    Acc Chem Res 43:121-8. 2010
  4. ncbi Taming superacids: stabilization of the fullerene cations HC60+ and C60.+
    C A Reed
    Department of Chemistry, University of California, Riverside, CA 92521 0403, USA
    Science 289:101-4. 2000
  5. ncbi Isolating benzenium ion salts
    Christopher A Reed
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 125:1796-804. 2003
  6. ncbi IR spectrum of the H(5)O(2)(+) cation in the context of proton disolvates L-H(+)-L
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, Riverside, California 92521, USA
    J Phys Chem A 110:12992-3002. 2006
  7. ncbi Alkylating agents stronger than alkyl triflates
    Tsuyoshi Kato
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 126:12451-7. 2004
  8. doi IR spectroscopic properties of H(MeOH)n + clusters in the liquid phase: evidence for a proton wire
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, Riverside, California 92521, USA
    Chemistry 14:3596-604. 2008
  9. ncbi Do sitting-atop metalloporphyrin complexes exist? Observation of N-H- - -pi bonding in arene solvates of a diprotonated porphyrin dication
    J Luis Garate-Morales
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    Inorg Chem 46:1514-6. 2007
  10. ncbi Dialkyl chloronium ions
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 132:4062-3. 2010

Research Grants

  1. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
  2. Porphyrins and Protons
    Christopher Reed; Fiscal Year: 2006
  3. METALLOPORPHYRINS, SPIN AND FULLERENES
    Christopher Reed; Fiscal Year: 2002
  4. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010

Collaborators

  • Leonard J Mueller
  • Thomas Muller
  • Evgenii S Stoyanov
  • Fook S Tham
  • Irina V Stoyanova
  • Kee Chan Kim
  • Peter D W Boyd
  • Tsuyoshi Kato
  • Mark Juhasz
  • Stephan P Hoffmann
  • Matthew J Nava
  • Yun Zhang
  • Christopher Richardson
  • J Luis Garate-Morales
  • Ali Hosseini
  • Evgenii Stoyanov
  • Daniel Stasko
  • Dayong Sun
  • Jennifer C Green
  • Charlotte Taylor
  • John F Nixon
  • Gianluca Accorsi
  • Steven Taylor
  • Nicola Armaroli
  • Hansjörg Grützmacher
  • Jens Geier
  • Stephan Hoffmann
  • Andreas Hirsch
  • Frank Hauke
  • Peter A Lay
  • Elizabeth Carter
  • Robert S Armstrong
  • Leila Chaker
  • Tatiana Drovetskaya
  • Nathanael L P Fackler
  • Anna S Larsen
  • Clifton E F Rickard

Detail Information

Publications29

  1. pmc The structure of the hydrogen ion (H(aq)+) in water
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 132:1484-5. 2010
    ..These results will change the description of H(aq)(+) in textbooks of chemistry, and a more extensive delocalization of positive charge may need to be incorporated into descriptions of mechanisms of aqueous proton transport...
  2. doi Hydrogen bonding versus hyperconjugation in condensed-phase carbocations
    Christopher A Reed
    Department of Chemistry, University of California, Riverside, California 92651, USA
    Org Biomol Chem 11:3797-802. 2013
    ....
  3. pmc H(+), CH(3)(+), and R(3)Si(+) carborane reagents: when triflates fail
    Christopher A Reed
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92521, USA
    Acc Chem Res 43:121-8. 2010
    ..Although currently too expensive for widespread use, carborane reagents are nevertheless of considerable interest as specialty reagents for making reactive cations and catalysts...
  4. ncbi Taming superacids: stabilization of the fullerene cations HC60+ and C60.+
    C A Reed
    Department of Chemistry, University of California, Riverside, CA 92521 0403, USA
    Science 289:101-4. 2000
    ..The H(CB11H6X6) superacid overcomes the major limitations of presently known superacids and has potentially wide application...
  5. ncbi Isolating benzenium ion salts
    Christopher A Reed
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 125:1796-804. 2003
    ..The stability of these salts elevates arenium ions from the status of transients (Wheland intermediates) to reagents. They have been used to bracket the solution-phase basicity of C(60) between that of mesitylene and xylene...
  6. ncbi IR spectrum of the H(5)O(2)(+) cation in the context of proton disolvates L-H(+)-L
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, Riverside, California 92521, USA
    J Phys Chem A 110:12992-3002. 2006
    ..Assignments for bands a-e are suggested in an attempt to resolve inconsistencies between experimental and calculated data...
  7. ncbi Alkylating agents stronger than alkyl triflates
    Tsuyoshi Kato
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 126:12451-7. 2004
    ....
  8. doi IR spectroscopic properties of H(MeOH)n + clusters in the liquid phase: evidence for a proton wire
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, Riverside, California 92521, USA
    Chemistry 14:3596-604. 2008
    ..This suggests a refinement of the Grotthuss proton-hopping mechanism for explaining the anomalously high mobility of H+ in H-bonded media...
  9. ncbi Do sitting-atop metalloporphyrin complexes exist? Observation of N-H- - -pi bonding in arene solvates of a diprotonated porphyrin dication
    J Luis Garate-Morales
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    Inorg Chem 46:1514-6. 2007
    ..In arene solvents, the H4Tp-TP2+ dication shows an unusually upfield shifted 1H NMR resonance at ca. -6 ppm, which X-ray crystallography reveals to arise from N-H- - -pi hydrogen bonding of the acidic protons to arene solvent molecules...
  10. ncbi Dialkyl chloronium ions
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 132:4062-3. 2010
    ..IR spectra of all species have been interpreted, including the C-Cl stretch in CH(3)-ClCHB(11)Cl(10)...
  11. pmc The basicity of unsaturated hydrocarbons as probed by hydrogen-bond-acceptor ability: bifurcated N-H+ ...pi hydrogen bonding
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, Riverside, California 92521, USA
    Chemistry 14:7880-91. 2008
    ..This scale is relevant to the discussion of pi complexes for incipient protonation reactions and to understanding N--H+...pi hydrogen bonding in proteins and molecular crystals...
  12. pmc H(aq)+ structures in proton wires inside nanotubes
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 131:17540-1. 2009
    ..O separations than in discrete H(aq)(+) ions, indicating greater delocalization of positive charge. The centrosymmetric H(aq)(+) ions are linked via short H bonds, forming a true one-dimensional proton wire...
  13. ncbi Establishing through-bond connectivity in solids with NMR: structure and dynamics in HC(60)(+)
    Leonard J Mueller
    Department of Chemistry, University of California, Riverside 92521, USA
    J Am Chem Soc 124:9360-1. 2002
    ....
  14. pmc The nature of the hydrated proton H(aq)+ in organic solvents
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, California 92521, USA
    J Am Chem Soc 130:12128-38. 2008
    ..Contrary to general expectation, neither Eigen-type H3O x 3 H2O(+) nor Zundel-type H5O2(+) x 4 H2O ions are present. Rather, the core species is the H7O3(+) ion...
  15. ncbi The nature of the H3O+ hydronium ion in benzene and chlorinated hydrocarbon solvents. Conditions of existence and reinterpretation of infrared data
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, CA 92521, USA
    J Am Chem Soc 128:1948-58. 2006
    ..HSbCl(6) hydrates. The correctness of the hydronium ion formulation in crystalline H(3)O(+)A(-) salts (A(-) = Cl(-), NO(3)(-)) is confirmed, although, when A(-) is a fluoroanion, distortions from C(3)(v)() symmetry are suggested...
  16. ncbi Supramolecular fullerene-porphyrin chemistry. Fullerene complexation by metalated "jaws porphyrin" hosts
    Dayong Sun
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 124:6604-12. 2002
    ..The supramolecular design principles arising from these studies have potential applications in the preparation of photophysical devices, molecular magnets, molecular conductors, and porous metal-organic frameworks...
  17. ncbi The strongest isolable acid
    Mark Juhasz
    Department of Chemistry, University of California, Riverside, CA 92521 0403, USA
    Angew Chem Int Ed Engl 43:5352-5. 2004
  18. doi The low basicity of phosphabenzenes: first examples of protonation, alkylation, and silylation reactions
    Yun Zhang
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, CA 92521, USA
    Angew Chem Int Ed Engl 47:3801-4. 2008
  19. ncbi Molecular structure of the solvated proton in isolated salts. Short, strong, low barrier (SSLB) H-bonds
    Daniel Stasko
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 124:13869-76. 2002
    ..H.O trajectory, i.e., they are examples of so-called SSLB H-bonds (short, strong, low-barrier). Unusually broadened IR bands, diagnostic of SSLB H-bonds, are observed in these H(solvent)(2)(+) cations...
  20. pmc High yield C-derivatization of weakly coordinating carborane anions
    Matthew J Nava
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92651, USA
    Inorg Chem 49:4726-8. 2010
    ..Unlike the "parent" carborane anion CHB(11)H(11)(-), halogenated carborane anions such as CHB(11)H(5)Br(6)(-) can be readily C-functionalized in high yield and purity, enhancing their utility as weakly coordinating anions...
  21. pmc Synthesis of meso-extended tetraarylporphyrins
    Christopher Richardson
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Org Chem 72:4750-5. 2007
    ..Practical quantities can be produced by Pd-coupling protocols when traditional methods fail. Applications of these extended porphyrins in the area of porous metal-organic frameworks are anticipated...
  22. ncbi An infrared nuNH scale for weakly basic anions. Implications for single-molecule acidity and superacidity
    Evgenii S Stoyanov
    Department of Chemistry, University of California, Riverside, CA 92521, USA
    J Am Chem Soc 128:8500-8. 2006
    ..The data also reveal the importance of the chemical stability of conjugate base anions in attaining high acidity and suggest where acids stronger than those presently known may be discovered...
  23. ncbi The structure of the strongest Brønsted acid: the carborane acid H(CHB11Cl11)
    Evgenii S Stoyanov
    Center for S and P Block Chemistry, Department of Chemistry, University of California, Riverside, California 92521, USA
    J Am Chem Soc 128:3160-1. 2006
    ..The dimeric phase (nuCl-H...Cl = 1100-2200 cm-1) and polymeric phase (nuasClHCl ca. 1100 cm-1, v broad) have more nearly symmetrical, low-barrier H-bonding. These findings have implications for the dependency of acid strength upon phase...
  24. ncbi Putting tert-butyl cation in a bottle
    Tsuyoshi Kato
    Department of Chemistry, University of California, Riverside, CA 92521 0403, USA
    Angew Chem Int Ed Engl 43:2908-11. 2004
  25. ncbi Synthesis of the C59N+ carbocation. A monomeric azafullerene isoelectronic to C60
    Kee Chan Kim
    Department of Chemistry, University of California, Riverside, California 92521 0403, USA
    J Am Chem Soc 125:4024-5. 2003
    ..C59N][Ag(CB11H6Cl6)2] has been characterized by electronic, IR, Raman, and 13C NMR spectroscopies, MALDI spectrometry, DFT calculations, and X-ray crystallography...
  26. ncbi The structure of the H3O+ hydronium ion in benzene
    Evgenii S Stoyanov
    Boreskov Institute of Catalysis, Prospekt Lavrentieva, 5, Novosibirsk 630090, Russia
    J Am Chem Soc 127:7664-5. 2005
    ..They are also relevant to structures that may be present in biological proton transport...
  27. ncbi Fullerene-porphyrin constructs
    Peter D W Boyd
    Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand
    Acc Chem Res 38:235-42. 2005
    ..The fullerene-porphyrin interaction underlies successful chromatographic separations of fullerenes, and there are promising applications in the areas of porous framework solids and photovoltaic devices...
  28. ncbi The X-ray structure of a vinyl cation
    Thomas Muller
    Institut fur Anorganische und Analytische Chemie, der Johann Wolfgang Goethe Universität Frankfurt Main, Marie Curie Strasse 11, 60439 Frankfurt Main, Germany
    Angew Chem Int Ed Engl 43:1543-6. 2004
  29. ncbi Calix[4]arene-linked bisporphyrin hosts for fullerenes: binding strength, solvation effects, and porphyrin-fullerene charge transfer bands
    Ali Hosseini
    Department of Chemistry, The University of Auckland, Auckland, New Zealand
    J Am Chem Soc 128:15903-13. 2006
    ..The energy of this band moves in a predictable manner as a function of the electronic structure of the porphyrin, thereby establishing its origin in porphyrin-to-fullerene charge transfer...

Research Grants13

  1. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
    ....
  2. Porphyrins and Protons
    Christopher Reed; Fiscal Year: 2006
    ..and theory. Fundamental chemistry is the hidden engine of biomedical science. There are potential applications of carborane acids in steroidal metabolism disorders and MALDI protein analysis. ..
  3. METALLOPORPHYRINS, SPIN AND FULLERENES
    Christopher Reed; Fiscal Year: 2002
    ..Fullerenes have potential applications as radiopharmaceuticals, anti-virals, anti-cancer drugs, photodynamic therapy agents and as MRI agents. ..
  4. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
    ....