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Issue 80, 2014
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Sydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses

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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

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Article information


Submitted
15 Jul 2014
Accepted
15 Aug 2014
First published
18 Aug 2014

This article is Open Access

Chem. Commun., 2014,50, 11822-11824
Article type
Communication
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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