Imidazolylidenes, imidazolinylidenes and imidazolidines

Authors
Arduengo, AJ Krafczyk, R Schmutzler, R Craig, HA Goerlich, JR Marshall, WJ Unverzagt, M
Citation
Aj. Arduengo et al., Imidazolylidenes, imidazolinylidenes and imidazolidines, TETRAHEDRON, 55(51), 1999, pp. 14523-14534
Citations number
34
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
51
Year of publication
1999
Pages
14523 - 14534
Database
ISI
SICI code
0040-4020(199912)55:51<14523:IIAI>2.0.ZU;2-H
Abstract
Starting from glyoxal, 1,3-diarylimidazolinium chlorides 3 were obtained in a three-step sequence via the diimines (1) and ethylene diamine dihydrochl orides (2). Reduction of 1,3-diarylimidazolinium chlorides (3) with lithium alumnium hydride furnished the 1,3-diarylimidazolidines (4) while their de protonation with potassium hydride in thf gave access to stable carbenes (1 ,3-diarylimidazolin-2-ylidenes, 5). Similarly substituted imidazol-2-yliden es are described for comparison. (C) 1999 Elsevier Science Ltd. All rights reserved.