Generation and Trapping Reactions of a Formal 1:1 Complex between Singlet Carbon and 2,2′-Bipyridine

Generation and Trapping Reactions of a Formal 1:1 Complex between Singlet Carbon and 2,2′-Bipyridine

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...

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Veröffentlicht in:Angewandte Chemie International Edition 1998-02, Vol.37 (3), p.344-347
Hauptverfasser: Weiss, Robert, Reichel, Silvia, Handke, Matthias, Hampel, Frank
Format: Artikel
Sprache:eng
Schlagworte:
Carbenes
Diazo compounds
Hybridization
Imidazolylidenes
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/(SICI)1521-3773(19980216)37:3<344::AID-ANIE344>3.0.CO;2-H