Accelerated electrocyclic ring-opening of benzocyclobutenes under the influence of a beta-silicon atom.
A significant acceleration effect of a beta-silicon atom was observed on the electrocyclic ring-opening reaction of benzocyclobutene derivatives to form o-quinodimethanes. This acceleration effect could be attributed to an electronic sigma-donating nature of the C(alpha)-Si(beta) bond, associated with alpha-anion driven pericyclic reactions.
Matsuya
Yuji
Y
Faculty of Pharmaceutical Sciences, University of Toyama, Japan.
Ohsawa
Noriko
N
Nemoto
Hideo
H