"Experimental and Computational Studies of Nitrenes, Carbenes and Diradicals"

Who: Curt Wentrup

Place: Donostia International Physics Center

Date: Monday, 28 January 2019, 12:00

Several rearrangements of carbenes and nitrenes will be discussed.1 For example, vinylnitrenes can exist as either true nitrenes or 1,3-(1,5)-diradicals, and the ring expansion of arylnitrenes can lead to either cyclic nitrile ylides or cyclic ketenimines.2 Moreover, nitrile imines can exist as carbenes X-C(:)-N=N-Y when electronegative but lone-pair donating substituents X are present,3 and even arylnitrile imines ArCN(+)N(-)H can undergo carbene-like rearrangements. 
Many reactions of these and related types have been elucidated experimentally via matrix isolation spectroscopy (IR and ESR) aided by computational chemistry. 

1. Wentrup, C. Carbenes and Nitrenes: Recent Developments in Fundamental Chemistry, Angew. Chem. Int. Ed. 2018, 57, 11508-11521.
2. Wentrup, C.; Kvaskoff, D. Aust. J. Chem., 2013, 66, 286.
3. Bégué, D.; Qiao, G. G.; Wentrup, C. J. Am. Chem. Soc. 2012, 134, 5339; Nunes, C.; Reva, I.; Fausto, R.; Bégué, D.; Wentrup, C. Chem. Commun. 2015, 14712; Bégué, D.; Wentrup, C., et al. J. Org. Chem. 2014, 79, 1418-1426.

Host: Jesus Ugalde

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