Tetrahedron p. 14523 - 14534 (1999)
Update date:2022-08-24
Topics:
Arduengo III, Anthony J.
Krafczyk, Roland
Schmutzler, Reinhard
Craig, Hugh A.
Goerlich, Jens R.
Marshall, William J.
Unverzagt, Markus
Starting from glyoxal, 1,3-diarylimidazolinium chlorides 3 were obtained in a three-step sequence via the diimines (1) and ethylene diamine dihydrochlorides (2). Reduction of 1,3-diarylimidazolinium chlorides (3) with lithium alumnium hydride furnished the 1,3- diarylimidazolidines (4) while their deprotonation with potassium hydride in thf gave access to stable carbenes (1,3-diarylimidazolin-2-ylidenes, 5). Similarly substituted imidazol-2-ylidenes are described for comparison.
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