SYNTHESIS AND CHEMISTRY OF DONOR-ACCEPTOR-SUBSTITUTED CYCLOPROPENES

Authors
DAVIES HML HOUSER JH THORNLEY C
Citation
Hml. Davies et al., SYNTHESIS AND CHEMISTRY OF DONOR-ACCEPTOR-SUBSTITUTED CYCLOPROPENES, Journal of organic chemistry, 60(23), 1995, pp. 7529-7534
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
23
Year of publication
1995
Pages
7529 - 7534
Database
ISI
SICI code
0022-3263(1995)60:23<7529:SACODC>2.0.ZU;2-6
Abstract
Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1- diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at t he 1-position results in the formation of highly reactive cyclopropene s. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and c haracterized.