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Zeitschrift für Naturforschung B Contents Vol. 68b (2013)

Z. Naturforsch. 2013, 68b, 539 – 545

doi:10.5560/ZNB.2013-2310

The 1:1 Adduct of 1,3-Diisopropyl-4,5-dimethyl-2,3-dihydroimidazol-2-ylidene and Nitrous Oxide

M. Göhner¹, P. Haiss², N. Kuhn¹, M. Ströbele¹, and K.-P. Zeller²

¹Institut für Anorganische Chemie, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen

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

Reprint requests to Prof. Dr. N. Kuhn. E-mail: norbert.kuhn@uni-tuebingen.de or Prof. Dr. K.-P. Zeller. kpz@uni-tuebingen.de

Received November 26, 2012 / published online Juli 2, 2013

Dedicated to Professor Heinrich Nöth on the occasion of his 85^th birthday

The nucleophilic carbene 1,3-diisopropyl-4,5-dimethyl-2,3-dihydroimidazol-2-ylidene (7) captures nitrous oxide under formation of both syn- (8) and anti-1,3-diisopropyl-4,5-imidazolium diazotate (9). The syn-isomer is the thermodynamically more stable form. As shown by X-ray crystallography, the two isomers are statistically distributed in the crystalline state.

Key words: N-Heterocyclic Nucleophilic Carbenes, Nitrous Oxide, Stereochemistry, X-Ray Crystallography

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