A straightforward route to polyenylsilanes by palladium- or nickel-catalyzed cross-coupling reactions

Article abstract of DOI:10.1016/S0040-4020(97)10209-5

An efficient conversion of bis-silylated dienes and trienes into polyenylsilanes by cross-coupling reactions is described. The aryl substituted polyenes are synthesized by ipso-borodesilylation with BCl₃ followed by Pd-catalyzed coupling reactions of the resulting boron derivative with aryl halides, whereas the synthesis of alkyl substituted polyenes requires the conversion of the boron intermediate into iodo-derivative and the subsequent coupling with alkyl Grignard reagents in the presence of a Ni(II) catalyst.