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Synthesis 2008(14): 2221-2228  
DOI: 10.1055/s-2008-1067147
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Thiazole-Annelated Imidazolium Salts: A New Architecture for N-Heterocyclic Carbenes

Claudia Lohre, Roland Fröhlich, Frank Glorius*
Institute of Organic Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
Fax: +49(251)8333202; e-Mail: glorius@uni-muenster.de;
Further Information

Publication History

Received 5 May 2008
Publication Date:
18 June 2008 (online)

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Abstract

A short synthesis of thiazole-annelated imidazolium salts is presented. Deprotonation of these salts allowed the formation of new N-heterocyclic carbenes (NHCs) and the investigation of their respective electronic properties, which were determined by X-ray crystal structure analysis and IR spectroscopy of the corresponding iridium carbonyl complexes. Finally, the ability of these NHCs to form the corresponding palladium complexes was demonstrated.

Key words

N-heterocyclic carbene (NHC) - imidazolium salt - thiazole - NHC-metal complex

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