2005/12/16 by Yûji Matsuya, Noriko Ohsawa, Hideo Nemoto · 1 citation
Chemistry · #Acceleration #Asymmetric Synthesis and Catalysis #Atom (system on chip) #BETA (programming language) #Benzocyclobutene #Catalytic Cross-Coupling Reactions #Chemical bond #Chemistry #Computational chemistry #Conrotatory and disrotatory #Electrocyclic reaction #Ion #Medicinal chemistry #Organic chemistry #Pericyclic reaction #Photochemistry #Polymer #Quantum mechanics #Ring (chemistry) #Sigma bond #Silicon #Stereochemistry #Synthetic Organic Chemistry Methods
paper · doi:10.1021/ja055505+
openalex publication_date 2005/12/16 · openalex created_date 2016/06/24 · openalex updated_date 2026/06/26
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.