Herbert Mayr

Summary

Affiliation: University of Munich
Country: Germany

Publications

  1. ncbi request reprint Counterion effects in iminium-activated electrophilic aromatic substitutions of pyrroles
    Sami Lakhdar
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13 Haus F, 81377 Munchen, Germany
    Chem Commun (Camb) 47:1866-8. 2011
  2. doi request reprint Farewell to the HSAB treatment of ambident reactivity
    Herbert Mayr
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 Munchen, Germany
    Angew Chem Int Ed Engl 50:6470-505. 2011
  3. ncbi request reprint Kinetics and mechanism of organocatalytic aza-Michael additions: direct observation of enamine intermediates
    Sami Lakhdar
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13 Haus F, 81377 Munchen, Germany
    Chem Commun (Camb) 48:4504-6. 2012
  4. doi request reprint Stereoselective synthesis and reactions of secondary alkyllithium reagents functionalized at the 3-position
    Kohei Moriya
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13, 81377 München Germany
    Angew Chem Int Ed Engl 54:2754-7. 2015
  5. doi request reprint Scales of Lewis basicities toward C-centered Lewis acids (carbocations)
    Herbert Mayr
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstraße 5 13, Haus F, 81377 Munchen, Germany
    J Am Chem Soc 137:2580-99. 2015
  6. doi request reprint Structures and reactivities of 2-Trityl- and 2-(Triphenylsilyl)pyrrolidine-derived enamines: evidence for negative hyperconjugation with the trityl group
    Hannes Erdmann
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13, 81377 Munchen, Germany
    J Am Chem Soc 136:14263-9. 2014
  7. doi request reprint Fine-tuning the nucleophilic reactivities of boron ate complexes derived from aryl and heteroaryl boronic esters
    Guillaume Berionni
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13, 81377 München Germany http www cup uni muenchen de oc mayr
    Angew Chem Int Ed Engl 54:2780-3. 2015
  8. doi request reprint Di- and triarylmethylium ions as probes for the ambident reactivities of carbanions derived from 5-benzylated Meldrum's acid
    Xi Chen
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13, 81377 München Germany
    Chemistry 20:11069-77. 2014
  9. doi request reprint New in situ trapping metalations of functionalized arenes and heteroarenes with TMPLi in the presence of ZnCl2 and other metal salts
    Annette Frischmuth
    Ludwig Maximilians Universitat Munchen, Department Chemie, Butenandtstrasse 5 13, Haus F, 81377 München Germany
    Angew Chem Int Ed Engl 53:7928-32. 2014
  10. doi request reprint A comprehensive microscopic picture of the benzhydryl radical and cation photogeneration and interconversion through electron transfer
    Christian F Sailer
    Lehrstuhl fur BioMolekulare Optik, Ludwig Maximilians Universitat Munchen, Oettingenstr 67, 80538 Munchen, Germany
    Chemphyschem 14:1423-37. 2013

Collaborators

  • Sami Lakhdar
  • Lei Shi
  • Guillaume Berionni
  • Biplab Maji
  • Peter Mayer
  • Paul Knochel
  • Armin R Ofial
  • Hendrik Zipse
  • Kohei Moriya
  • Francisco Corral-Bautista
  • Konstantin Karaghiosoff
  • Xingwei Guo
  • Hannes Erdmann
  • Xi Chen
  • Annette Frischmuth
  • Markus Horn
  • Dominik S Allgäuer
  • Christian F Sailer
  • Jeffrey M Hammann
  • Artem I Leonov
  • Dorian Didier
  • Lydia Klier
  • Meike Simon
  • Florian Achrainer
  • Yue Tan
  • Maitane Fernández
  • Nadja M Barl
  • Feng An
  • Eberhard Riedle
  • Gabriele Lang-Wittkowski
  • Konstantin Troshin
  • Johannes Ammer
  • Varvara Morozova
  • Ludwig H Schappele
  • Sebastian Thallmair
  • Regina de Vivie-Riedle
  • Benjamin P Fingerhut
  • Maximilian Heininger
  • Igor Pugliesi
  • Christoph Nolte

Detail Information

Publications22

  1. ncbi request reprint Counterion effects in iminium-activated electrophilic aromatic substitutions of pyrroles
    Sami Lakhdar
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13 Haus F, 81377 Munchen, Germany
    Chem Commun (Camb) 47:1866-8. 2011
    ....
  2. doi request reprint Farewell to the HSAB treatment of ambident reactivity
    Herbert Mayr
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 Munchen, Germany
    Angew Chem Int Ed Engl 50:6470-505. 2011
    ..An alternative treatment of ambident reactivity based on Marcus theory will be presented...
  3. ncbi request reprint Kinetics and mechanism of organocatalytic aza-Michael additions: direct observation of enamine intermediates
    Sami Lakhdar
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13 Haus F, 81377 Munchen, Germany
    Chem Commun (Camb) 48:4504-6. 2012
    ..Unfavourable proton shifts from the imidazolium unit to the enamine fragment in the adduct 3 account for the failure of imidazoles to take part in iminium-activated aza-Michael additions to enals...
  4. doi request reprint Stereoselective synthesis and reactions of secondary alkyllithium reagents functionalized at the 3-position
    Kohei Moriya
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13, 81377 München Germany
    Angew Chem Int Ed Engl 54:2754-7. 2015
    ..Kinetic studies show that the 3-siloxy group strongly accelerates the epimerization at the lithium-substituted carbon atom. This method offers a new way to construct chiral open-chain molecules with excellent stereoselectivity. ..
  5. doi request reprint Scales of Lewis basicities toward C-centered Lewis acids (carbocations)
    Herbert Mayr
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstraße 5 13, Haus F, 81377 Munchen, Germany
    J Am Chem Soc 137:2580-99. 2015
    ..The boundaries of linear rate-equilibrium relationships were thus defined. ..
  6. doi request reprint Structures and reactivities of 2-Trityl- and 2-(Triphenylsilyl)pyrrolidine-derived enamines: evidence for negative hyperconjugation with the trityl group
    Hannes Erdmann
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13, 81377 Munchen, Germany
    J Am Chem Soc 136:14263-9. 2014
    ..The consequences of these observations for the rationalization of the reactivity of the Jørgensen-Hayashi catalyst (diphenylprolinol trimethylsilyl ether) are discussed. ..
  7. doi request reprint Fine-tuning the nucleophilic reactivities of boron ate complexes derived from aryl and heteroaryl boronic esters
    Guillaume Berionni
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13, 81377 München Germany http www cup uni muenchen de oc mayr
    Angew Chem Int Ed Engl 54:2780-3. 2015
    ..The neopentyl and ethylene glycol derivatives were found to be 10(4) times more reactive than the pinacol and catechol derivatives. ..
  8. doi request reprint Di- and triarylmethylium ions as probes for the ambident reactivities of carbanions derived from 5-benzylated Meldrum's acid
    Xi Chen
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13, 81377 München Germany
    Chemistry 20:11069-77. 2014
    ....
  9. doi request reprint New in situ trapping metalations of functionalized arenes and heteroarenes with TMPLi in the presence of ZnCl2 and other metal salts
    Annette Frischmuth
    Ludwig Maximilians Universitat Munchen, Department Chemie, Butenandtstrasse 5 13, Haus F, 81377 München Germany
    Angew Chem Int Ed Engl 53:7928-32. 2014
    ....
  10. doi request reprint A comprehensive microscopic picture of the benzhydryl radical and cation photogeneration and interconversion through electron transfer
    Christian F Sailer
    Lehrstuhl fur BioMolekulare Optik, Ludwig Maximilians Universitat Munchen, Oettingenstr 67, 80538 Munchen, Germany
    Chemphyschem 14:1423-37. 2013
    ..The results demonstrate that, at least for aprotic solvents, traditional descriptions of reaction mechanisms based on the concept of contact and solvent-separated pairs have to be reassessed...
  11. doi request reprint Electrophilic aromatic substitutions of aryltrifluoroborates with retention of the BF3- group: quantification of the activating and directing effects of the trifluoroborate group
    Guillaume Berionni
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstr 5 13 Haus F, 81377 Munchen, Germany
    J Am Chem Soc 135:6317-24. 2013
    ..Remote reactions of heteroaryl trifluoroborates with iminium ions provide straightforward access to novel zwitterionic ammonium or iminium trifluoroborates, which have been characterized by single-crystal X-ray analyses...
  12. doi request reprint Mechanisms of hydride abstractions by quinones
    Xingwei Guo
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstraße 5 13 Haus F, 81377 Munchen, Germany
    J Am Chem Soc 136:13863-73. 2014
    ....
  13. doi request reprint From Carbanions to Organometallic Compounds: Quantification of Metal Ion Effects on Nucleophilic Reactivities
    Francisco Corral-Bautista
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 München Germany
    Angew Chem Int Ed Engl 54:12497-500. 2015
    ....
  14. doi request reprint Ambident reactivities of formaldehyde n,n-dialkylhydrazones
    Biplab Maji
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 München Germany
    Angew Chem Int Ed Engl 52:11900-4. 2013
    ....
  15. doi request reprint Leaving group dependence of the rates of halogen-magnesium exchange reactions
    Lei Shi
    the Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, China, and Department Chemie der Ludwig Maximilians Universität München, Butenandtstrasse 5 13 Haus F, München 81377, Germany
    Org Lett 14:2602-5. 2012
    ..Preliminary experiments show that the p-tolylsulfinyl group is exchanged slightly faster than iodide, while a tosyl group is exchanged at least 10(4) times more slowly than a bromide. ..
  16. doi request reprint Nucleophilicity parameters of pyridinium ylides and their use in mechanistic analyses
    Dominik S Allgäuer
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13, 81377 Munchen, Germany
    J Am Chem Soc 135:15216-24. 2013
    ..Deviations between calculated and experimental rate constants by a factor of 10(6) were demonstrated to indicate a change of reaction mechanism...
  17. doi request reprint Structures and ambident reactivities of azolium enolates
    Biplab Maji
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 München Germany http www cup uni muenchen de oc mayr
    Angew Chem Int Ed Engl 52:11163-7. 2013
    ..Kinetic studies show that the enolate oxygen is 20 times more nucleophilic than the carbon atom, but under thermodynamic control exclusive C-addition products were formed. ..
  18. doi request reprint Towards a comprehensive hydride donor ability scale
    Markus Horn
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 Munchen, Germany
    Chemistry 19:249-63. 2013
    ....
  19. pmc 5-[(E)-Meth-oxy(phen-yl)methyl-idene]-1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazole
    Biplab Maji
    Ludwig Maximilians Universitat, Department Chemie und Biochemie, Butenandtstrasse 5 13, 81377 Munchen, Germany
    Acta Crystallogr Sect E Struct Rep Online 68:o3307. 2012
    ..The dihedral angles between the four phenyl rings and the 1,2,4-triazole ring are 31.01 (10), 49.01 (8), 78.55 (6) and 41.51 (9)°. In the crystal, mol-ecules are linked along [100] by weak C-H⋯O hydrogen bonds...
  20. ncbi request reprint Structures and reactivities of o-methylated breslow intermediates
    Biplab Maji
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandtstrasse 5 13 Haus F, 81377 München Germany http www cup lmu de oc mayr
    Angew Chem Int Ed Engl 51:10408-12. 2012
    ..A series of these compounds have been synthesized, their structures determined, and the kinetics of their reactions with electrophiles investigated...
  21. doi request reprint Generation of α,β-unsaturated iminium ions by laser flash photolysis
    Sami Lakhdar
    Department Chemie, Ludwig Maximilians Universitat Munchen, Germany
    Angew Chem Int Ed Engl 50:9953-6. 2011
    ..The rate constants of their reactions with nucleophiles provide the first direct comparison of the electrophilicities of iminium ions derived from MacMillan's first- and second-generation catalysts...
  22. pmc A quantitative approach to nucleophilic organocatalysis
    Herbert Mayr
    Department Chemie, Ludwig Maximilians Universitat Munchen, Butenandstr 5 13 Haus F, 81377 Munchen, Germany
    Beilstein J Org Chem 8:1458-78. 2012
    ..O-Methylated Breslow intermediates are a hundred-fold less nucleophilic than deoxy Breslow intermediates...