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 BCl4 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. (C) 1998 Elsevier Science Ltd. All rights reserved.
A straightforward route to polyenylsilanes by palladium- or nickel-catalyzed cross-coupling reactions
BABUDRI, Francesco;FARINOLA, Gianluca Maria;
1998-01-01
Abstract
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 BCl4 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. (C) 1998 Elsevier Science Ltd. All rights reserved.File in questo prodotto:
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