ChemInform Abstract: Highly Selective Activation of Vinyl C-S Bonds over Aryl C-S Bonds in the Pd-Catalyzed Coupling of (E)-(β-Trifluoromethyl)vinyldiphenylsulfonium Salts: Preparation of Trifluoromethylated Alkenes and Dienes

Autor: Yuxue Li, Xicheng Dong, Hao Lin, Long Lu, Qilong Shen
Rok vydání: 2013
Předmět:
Zdroj: ChemInform. 44
ISSN: 0931-7597
Popis: We describe the Suzuki coupling reaction of (E)-(beta-trifluoromethyl)vinyldiphenylsulfonium salts with arylboronic acid. The highly efficient and selective reaction provides a useful and mild method for the synthesis of trifluoromethylated alkenes and dienes. Subsequent DFT studies showed that the oxidative addition transition state of the vinyl CS bond is much more favorable (11.7 kcal?mol1) than that of the aryl CS bond.
Databáze: OpenAIRE