| Profile Dr. Guillaume Berionni Welcome on my website!

Research interests
Organoboron chemistry and organoboron compounds
  • Reactivity of organoboron compounds: nucleophilicity scales
  • Frustrated Lewis pairs, boron Lewis acids, and triarylboranes
  • Boron ate-complexes: structures and nucleophilities
  • Chiral boron derivatives
Organometallic chemistry
  • Metallocene : zirconocenes and titanocenes
  • Organolithium and organozinc reagents
  • Metallation reactions
Physical organic chemistry
  • Chemical reactivity and reactivity scales
  • Donor-acceptors complexes
  • Reactive intermediates
  • Kinetics and mechanisms
Other interests
  • Aromaticity calculations
  • Nucleophilic organocatalysis
  • Supramolecular chemistry
  • Hydrogen and fluorine bonds

Recent publications
Mechanistic studies of formal thioboration reactions of alkynes
A. Issaian, D. J. Faizi, J. O. Bailey, P. Mayer, G. Berionni*, D. A. Singleton*, S. A. Blum*, J. Org. Chem. 2017, DOI, 10.1021/acs.joc.7b01500.
Barbier continuous flow preparation and reactions of carbamoyllithiums for nucleophilic amidation
M. A. Ganiek, M. R. Becker, G. Berionni, H. Zipse, P. Knochel*, Chem. Eur. J. 2017, DOI, 10.1002/chem.201702593.
Nucleophilicities and Lewis basicities of sterically hindered pyridines
E. Follet, H. Zipse, S. Lakhdar, A. R. Ofial, G. Berionni*, Synthesis 2017, DOI 10.1055/s-0036-1590504. [special issue on the occasion of the 70th birthday of Professor Herbert Mayr]
Reactivity‐tuning in frustrated Lewis pairs: nucleophilicities and lewis basicities of sterically hindered phosphines
E. Follet, P. Mayer, D. S. Stephenson, A. R. Ofial, G. Berionni*, Chem. Eur. J. 2017, 23, 7422-7427.
Structures, Lewis acidities, electrophilicities, and protecting group abilities of phenyl-fluorenylium and tritylium ions.
E. Follet, P. Mayer, G. Berionni*, Chem. Eur. J. 2017, 23, 623-630.
[download][Selected as hot paper]
Nucleophilicity of alkyl zirconocene and titanocene precatalysts and kinetics of activation by carbenium ions and by B(C6F5)3.
G. Berionni*, H. Kurouchi, L. Eisenburger, H. Mayr, Chem. Eur. J. 2016, 22, 11196-11200.
Scope and mechanisms of frustrated Lewis pair catalyzed hydrogenation reactions of electron-deficient C=C double bonds
V. Morozova, P. Mayer, G. Berionni*, Angew. Chem. Int. Ed. 2015, 54, 14508-14512.
Structure and Reactivity of Indolyl-methylium Ions: Scope and Limitations in Synthetic Applications
E. Follet, G. Berionni, P. Mayer, H. Mayr, J. Org. Chem. 2015, 80, 8643-8656.
Structure and Reactivity of Boron-Ate Complexes Derived from Primary and Secondary Boronic Esters
K. Feeney, G. Berionni, H. Mayr, V. K. Aggarwal, Org. Lett. 2015, 17, 2614-2617.
Fine-Tuning of the Nucleophilic Reactivities of Boron-Ate Complexes Derived From Aryl and Heteroaryl Boronic Esters
G. Berionni, A. I. Leonov, P. Mayer, A. R. Ofial, H. Mayr, Angew. Chem. Int. Ed. 2015, 54, 2780-2783.
Stereoselective Synthesis and Reactions of Secondary Alkyllithium Reagents Functionalized at the 3-Position
K. Moriya, D. Didier, M. Simon, J. M. Hammann, G. Berionni, K. Karaghiosoff, H. Zipse, H. Mayr, P. Knochel, Angew. Chem. Int. Ed. 2015, 54, 2754-2757.
Aromaticity evaluations of planar [6]radialenes
Guillaume Berionni*, Judy I. Chia Wu, Paul v R. Schleyer, Org. Lett. 2014, 16, 6116-6119
Di- and Triarylmethylium Ions as Probes for the Ambident Reactivities of Carbanions Derived from 5-Benzylated Meldrum’s Acid
X. Chen, Y. Tan, G. Berionni, A. R. Ofial, H. Mayr, Chem. Eur. J. 2014, 20, 11069-11077.
New In Situ Trapping Metalations of Functionalized Arenes and Heteroarenes with TMPLi in the Presence of ZnCl2 and Other Metal Salts
A. Frischmuth, M. Fernández, N. M. Barl, F. Achrainer, H. Zipse, G. Berionni, H. Mayr, K. Karaghiosoff, P. Knochel, Angew. Chem. Int. Ed. 2014, 53, 7928-7932.
Mechanistic studies and quantification of the electrophilicity of aromatic triflones in sigma-complexation and SNAr reactions
N. El Guesmi, G. Berionni, B.H Asghar, J. Fluorine. Chem. 2014, 160, 41-47
Diastereoselective Synthesis of Open-Chain Secondary Alkyllithium Compounds and Trapping Reactions with Electrophiles
G Dagousset, K Moriya, R Mose, G Berionni, K Karaghiosoff, P Knochel, Angew. Chem. Int. Ed. 2014, 53, 1425-1429.
Electronic and solvent effects on kinetics of SNAr substitution reactions of substituted anilines with 2,6-bis(trifluoromethanesulfonyl)-4-nitroanisole
N. El Guesmi, G. Berionni, B.H Asghar, Monatsh. Chemie (Chemical Monthly) 2013, 144, 1537-1545.
Electrophilic Aromatic Substitutions of Aryltrifluoroborates with Retention of the BF3- Group: Quantification of the Activating and Directing Effects of the Trifluoroborate Group
G. Berionni, V. Morozova, M. Heininger, P. Mayer, P. Knochel, H. Mayr, J. Am. Chem. Soc. 2013, 135, 6317-6324.
[download][Highlighted in Synfact, 2013, 9, 723]
Nucleophilicity parameters for designing transition metal-free C-C bond forming reactions of organoboron compounds
G. Berionni, B. Maji, P. Knochel, H. Mayr, Chem. Sci. 2012, 3, 878-882.
[download][Highlighted in the blog of the RSC]
Synthesis and Reactivity of Highly Nucleophilic Pyridines
N. De Rycke, G. Berionni, F. Couty, H. Mayr, R. Goumont, O. R. P. David, Org. Lett. 2011, 13, 530-533.
[download][Highly cited paper]
The N-Alkylation of Substituted 4-Tetrazolo[1, 5-a]pyridines: Easy Access to a New Series of Electrophiles
G. Berionni, M. Branca, B. Pégot, J. Marrot, E. Kizilian, R. Goumont, Eur. J. Org. Chem. 2011, 26, 5104-5113.

Publications 1-10 (Master and PhD work)

[See my Google Scholar profile]

Master students and coworkers
Jens Popp [Current member] Nucleophilicities of alkynes and reactions with Frustrated Lewis pairs
Maximilian Heininger Reactions of organotrifluoroborates with iminium ions
Ieva Teikmane Reactivity of heteroaromatic organoboron compounds [Now PhD student with Prof. H. Zipse, LMU Munich, Germany]
Varvara Morozova Hydrogenations with frustrated Lewis pairs catalysts [Now PhD student with Prof. P. Knochel, LMU Munich, Germany]
Artem Leonov Nucleophilicity and couplings of boron-ate complexes [Now PhD student with Dr. A. R. Ofial, LMU Munich, Germany]
Mariia Karpacheva Synthesis of sulfurated helicenes (In collaboration with Prof. M. Gingras, University of Marseille, France)
Lucien Eisenburger Activation of alkyl-zirconocenes by Lewis acids
Eduard Woellner Nucleophilicity of allylboronates and allylation reactions
Dr. Kathryn Feeney Guest from the group of Prof. V. Aggarwal, Bristol, UK [link]
Dr. Hiroaki Kurouchi Guest from the group of Prof. T. Ohwada, Tokyo, Japan [link]
Dr. Jérémy Mérad Guest from the group of Prof. C. Bréssy, Marseille, France [link]
Dr. Silvia Cino Guest from the group of Prof. C. Boga, Bologna, Italy [link]

Awards and distinctions
2014 Klaus Römer award for postdoctoral researchers, LMU University, Faculty of Chemistry
2012 Humboldt Fellowship for Postdoctoral Researchers, Alexander von Humboldt Foundation

Short profile and CV
Short profile Dr. Berionni studied chemistry at the University of Paris-Sud and Versailles. He received in 2010 his PhD from the University of Versailles (Lavoisier Institute) for his research on physical organic and supramolecular chemistry under the supervision of Prof. F. Terrier and R. Goumont. In 2010 he moved to the Ludwig Maximilian University of Munich as a Humboldt postdoctoral fellow under the guidance of Prof. Herbert Mayr and Prof. P. Knochel. His post-doctoral, and independant research on organometallic and organoboron chemistry has been supported by the Alexander-von-humbolt and the DAAD Foundations. He was awarded in 2014 the Post-Doctoral prize of the Römer fundation at the Faculty of Chemistry and Pharmacy of LMU Munich.

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