Experimental and Computational Studies of Nitrenes, Carbenes and Diradicals
DIPC Seminars
- Speaker
-
Curt Wentrup
- When
-
2019/01/28
13:00 - Place
- Donostia International Physics Center
- Add to calendar
-
iCal
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.
References
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