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:	Qilong Shen, Yuxue Li, Xicheng Dong, Hao Lin, Long Lu
Rok vydání:	2012
Předmět:	Trifluoromethyl Selective reaction Aryl Organic Chemistry Highly selective Medicinal chemistry Oxidative addition Catalysis Coupling (electronics) chemistry.chemical_compound chemistry Suzuki reaction Organic chemistry Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2012:4675-4679
ISSN:	1434-193X
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7aef7a947ae3c19c38264220891842f3 https://doi.org/10.1002/ejoc.201200758 Zobrazit plný text záznamu Plný text ve formátu PDF