Issue 80, 2014

Sydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses

Abstract

Deprotonated sydnones, which can be represented as anionic N-heterocyclic carbenes, were prepared as Li adducts and compared with deprotonated O-ethylsydnones (5-ethoxy-1,2,3-oxadiazol-4-ylidenes) which belong to the class of abnormal NHCs. The Pd complexes of the sydnone anions (X-ray analysis) as well as of the O-ethylsydnone carbenes proved to be efficient catalysts in aryl couplings of thiophenes.

Graphical abstract: Sydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses

Supplementary files

Article information

Article type
Communication
Submitted
15 Jul 2014
Accepted
15 Aug 2014
First published
18 Aug 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 11822-11824

Author version available

Sydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses

S. Wiechmann, T. Freese, M. H. H. Drafz, E. G. Hübner, J. C. Namyslo, M. Nieger and A. Schmidt, Chem. Commun., 2014, 50, 11822 DOI: 10.1039/C4CC05461J

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