M. Schlosser, R. Dahan, S. Cottens
Feb 1, 1984
Citations
0
Influential Citations
24
Citations
Journal
Helvetica Chimica Acta
Abstract
When heated in the presence of Bu4N+.X- (X = F, Cl), 1-chloro-1-fluoro-2-(trimethylsilyl)methylcyclopropanes I (R = H, Me; R1 = Me, Et) undergo smooth ring-opening fragmentation to give 2-fluorobutadienes RCH:CFCR1:CH2 with high yields. Despite unfavorable geometries, the reaction is concerted and the inversion mode of rotation dominates over the retention mode by a factor of roughly 100. [on SciFinder (R)]