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http://dx.doi.org/10.5012/jkcs.2006.50.5.369

Activation of Aromatic Carbon-Hydrogen Bonds by Palladium Trifluoroacetate Complexes  

Hwang, Yeong-Ae (상명대학교)
Kim, Dong-Hwan (상명대학교)
Baek, Du-Jong (상명대학교)
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Abstract
Arylation reactions of styrene catalyzed by Pd(CF3CO2)2-sulfides and Pd(CF3CO2)2-phosphines were investigated. The yield of trans-stilbene, the main product, increased as the basicity of the substituents on the aryl groups of the phosphines increased and the steric hindrance of the substituents decreased. The mechanism of the aryl migration of arylphosphines to styrene is proposed to involve the electrophilic attack of Pd to the phenyl group on the phosphines. The phosphine systems were found to be more effective than the sulfide ones.
Keywords
Olefin; Arylation; Pd(CF3CO2)2-phosphines; Pd(CF3CO2)2-sulfides; Aryl migration
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