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A straightforward route to polyenylsilanes by palladium- or nickel-catalyzed cross-coupling reactions
β Scribed by Francesco Babudri; Gianluca M. Farinola; Vito Fiandanese; Luigia Mazzone; Francesco Naso
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 547 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
An efficient conversion of bis-silylated dienes and trienes into polyenylsilanes by cross-coupling reactions is described. The aryl substituted polyenes are syn~ by ipso.borodesilylation with BCI3 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.
π SIMILAR VOLUMES
3-Alkylbicyclo[1.1.1]pent-1-yl Grignard reagents have been using di-or tribromoarenes, coupling products of types 10 and 11 have been obtained. The X-ray structures of four coupled with bromoarenes in the presence of catalytic amounts (0.8-2.0 mol.%) of PdCl 2 (dppf) in diethyl ether model compounds