Steric effect of substituents in allylic groups in oxidative addition of allylic phenyl sulphides to a palladium(0) complex. C–S bond cleavage triggered by attack of Pd on the terminal carbon of the CC double bond

Abstract

In the oxidative addition of allylic phenyl sulphides to Pd[P(C₆H₁₁)₃]₂ a methyl or phenyl substituent at C(γ) of the allylic system C(γ)C(β)–C(α)–SPh retarded the reaction to a much greater extent than a substitu nt at C(α), indicating that the oxidative addition involving C(α)–S bond cleavage involved attack of Pd on C(γ) as a crucial step.