A B C

Zeitschrift für Naturforschung B Contents Vol. 69b (2014)

Z. Naturforsch. 2014, 69b, 71 – 76

doi:10.5560/ZNB.2014-3265

2,3-Dihydro-1,3,4,5-tetraisopropylimidazol-2-ylidene

2,3-Dihydro-1,3,4,5-tetraisopropylimidazol-2-yliden

Dieter Bläser¹, Roland Boese¹, Martin Göhner², Florian Herrmann², Norbert Kuhn², and Markus Ströbele²

¹Fakultät für Chemie der Universität Duisburg-Essen, Universitätsstraße 2, D-45117 Essen, Germany

²Institut für Anorganische Chemie der Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany

Reprint requests to Prof. Dr. N. Kuhn. E-mail: norbert.kuhn@uni-tuebingen.de

Received September 27, 2013 / published online December 30, 2013

Professor Otto J. Scherer zum 80. Geburtstag gewidmet

2,3-Dihydro-1,3,4,5-tetraisopropylimidazol-2-ylidene (1d) is obtained from 1,3,4,5-tetraisopropylimidazolin-2-thion (2d) and potassium in excellent yield. On comparison with 2,3-dihydro-1,3-diethyl-4,5-dimethylimidazol-2-ylidene (1b) and 2,3-dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene (1c), 2d exhibits a markedly decreased reactivity towards electrophiles which can be explained by differences in the molecular structures in the crystal.

Key words: N-Heterocyclic Nucleophilic Carbenes, Synthesis, Reactivity, X-Ray Crystallography

Full-text PDF