The Chemistry of Stable Carbenes. Part 2. Benzoin‐type condensations of formaldehyde catalyzed by stable carbenes
作者:
J. Henrique Teles,
Johann‐Peter Melder,
Klaus Ebel,
Regina Schneider,
Eugen Gehrer,
Wolfgang Harder,
Stefan Brode,
Dieter Enders,
Klaus Breuer,
Gerhard Raabe,
期刊:
Helvetica Chimica Acta
(WILEY Available online 1996)
卷期:
Volume 79,
issue 1
页码: 61-83
ISSN:0018-019X
年代: 1996
DOI:10.1002/hlca.19960790108
出版商: WILEY‐VCH Verlag GmbH
数据来源: WILEY
摘要:
AbstractStable carbenes derived from thiazole, 1H‐imidazole, and 4H‐1,2,4‐triazole are efficient catalysts for benzointype condensations of formaldehyde. Catalysts derived fromN‐substituted thiazolium salts trimerize formaldehyde to dihydroxyacetone (II). Catalysts based on 1,4‐disubstituted 4H‐1,2,4‐triazol‐1‐ium salts give glycolaldehyde (I) as the main product and noII, whereasN,N′‐disubstituted 1H‐imidazol‐3‐ium salts yield mixtures of both products. The isolation of several intermediates in the catalytic cycle provide a better insight
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