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Generation and Trapping Reactions of a Formal 1:1 Complex between Singlet Carbon and 2,2'-Bipyridine
Robert Weiss1, Silvia Reichel1, Matthias Handke1
1Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestrasse 42, D-91054 Erlangen (Germany), Fax: Int. code + (49) 9131-859132.
Angewandte Chemie (International Ed. in English)
|May 2, 2018
Abstract:
The structural element of a protonated imidazolium system was realized for the first time in the synthesis of 1 from 2,2'-bipyridine and a novel methylenating agent. Reversible deprotonations proceed via 2 to lead to carbene 3, a formal 1:1 complex between singlet carbon and 2,2'-bipyridine which is stable in solution and can be trapped. For 1 and 2, unusual hybridizations of the bridging C atom were found experimentally.