A STRAIGHTFORWARD ROUTE TO POLYENYLSILANES BY PALLADIUM-CATALYZED OR NICKEL-CATALYZED CROSS-COUPLING REACTIONS

Authors
BABUDRI F FARINOLA GM FIANDANESE V MAZZONE L NASO F
Citation
F. Babudri et al., A STRAIGHTFORWARD ROUTE TO POLYENYLSILANES BY PALLADIUM-CATALYZED OR NICKEL-CATALYZED CROSS-COUPLING REACTIONS, Tetrahedron, 54(7), 1998, pp. 1085-1094
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
7
Year of publication
1998
Pages
1085 - 1094
Database
ISI
SICI code
0040-4020(1998)54:7<1085:ASRTPB>2.0.ZU;2-W
Abstract
An efficient conversion of bis-silylated dienes and trienes into polye nylsilanes by cross-coupling reactions is described. The aryl substitu ted polyenes are synthesized by ipso-borodesilylation with BCl4 follow ed by Pd-catalyzed coupling reactions of the resulting boron derivativ e with aryl halides, whereas the synthesis of alkyl substituted polyen es requires the conversion of the boron intermediate into iodo-derivat ive and the subsequent coupling with alkyl Grignard reagents in the pr esence of a Ni(II) catalyst. (C) 1998 Elsevier Science Ltd. All rights reserved.