1-Cyclohexenyl phenyl sulfide

Competitive experiments of allyl phenyl sulfide and allyl phenyl selenide with this system indicate that oxidative addition of the organic selenide is faster. The equilibrium displacement between the allylic sulfide and 7 -allylic complex depends on the actual precursor for Pd(0) phosphine complexes (Equation (41)). The stereochemistry of the reverse reaction on 7/ -cyclohexenyl palladium thiolate dimers (nucleophilic attack of sulfide) has been determined to be trans. According to the principle of microscopic reversibility, the oxidative addition of allylic sulfides must occur with inversion of configuration. 

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