Matsuya Yuji, Ohsawa Noriko, Nemoto Hideo
Faculty of Pharmaceutical Sciences, University of Toyama, Japan.
J Am Chem Soc. 2006 Jan 18;128(2):412-3. doi: 10.1021/ja055505+.
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.
观察到β-硅原子对苯并环丁烯衍生物的电环化开环反应形成邻醌二甲烷具有显著的加速作用。这种加速作用可归因于C(α)-Si(β)键的电子给σ性质,这与α-阴离子驱动的周环反应有关。