Ontology highlight
ABSTRACT:
SUBMITTER: Zhang D
PROVIDER: S-EPMC2892562 | biostudies-literature | 2010 Jul
REPOSITORIES: biostudies-literature
Zhang Dong D Celaje Jeff A JA Agua Alon A Doan Chad C Stewart Timothy T Bau Robert R Selke Matthias M
Organic letters 20100701 13
Arylphosphines and dialkylbiarylphosphines react with singlet oxygen to form phosphine oxides and phosphinate esters. For mixed arylphosphines, the most electron-rich aryl group migrates to form the phosphinate, while for dialkylbiarylphosphines migration of the alkyl group occurs. Dialkylbiarylphosphines also yield arene epoxides, especially in electron-rich systems. Phosphinate ester formation is increased at high temperature, while protic solvents increase the yield of epoxide. The product di ...[more]