Abstract

The reaction of vinyllithium with (CO) 5CrC(OCH 3)C 6H 5 (Ic) at−78° followed by the treatment with HCl at −78° gave 43% ( Z)-1-methoxy-1-phenylpropene (IIIa) and 21% 1,4-dimethoxy-1,4-diphenyl-1,3-butadiene (IVa) and no trace of a vinylphenylcarbene complex or its expected decomposition products. IIIa and IVa are proposed to arise from electrophilic attack at the carbon-carbon double bond of a σ-allychromium intermediate. The reaction of phenyllithium with (CO) 5CrC(OCH 3)CH=CHC 6H 5 (V) gave 9% (CO) 5CrC(OCH 3)CH 2CH- (C 6H 5) 2(VI) and 17% ( E)-1-methoxy-1,3-diphenylpropene (VII). Reaction of V with lithium diphenylcuprate gave 30% of the conjugate addition product VI.

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