Regiochemistry of disilanylene-containing cyclic compounds. Palladium- andplatinum-catalyzed reactions of 1,1-dimethyl-2,2-diphenyl-1,2-disilacyclopentane

Citation
A. Naka et M. Ishikawa, Regiochemistry of disilanylene-containing cyclic compounds. Palladium- andplatinum-catalyzed reactions of 1,1-dimethyl-2,2-diphenyl-1,2-disilacyclopentane, ORGANOMETAL, 20(8), 2001, pp. 1695-1698
Citations number
22
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
0276-7333 → ACNP
Volume
20
Issue
8
Year of publication
2001
Pages
1695 - 1698
Database
ISI
SICI code
0276-7333(20010416)20:8<1695:RODCCP>2.0.ZU;2-H
Abstract
The Wurtz-type coupling of 1-chlorodimethylsilyl-3-chlorodiphenylsilylpropa ne with sodium metal afforded 1,1-dimethyl-2,2-diphenyl-1,2-disidacyclopent ane (1) in 77% yield. The palladium-catalyzed reaction of 1 with phenylacet ylene regiospecifically gave 4,4dimethyl-1,1,2-triphenyl-1,4-disilacyclohep t-2-ene (2) in 93% yield. Similar treatment of 1 with tert-butylacetylene a nd 1-hexyne also proceeded with high regiospecificity to give 2-tert-butyl- 4,4-dinethyl-1,1-diphenyl-1,4-disilacyclohept-2-ene (3) and 2-n-butyl-4,4-d imethyl-1,1-diphenyl-1,4-disilacyclohept-2-ene (4) in 93% and 90% yields, r espectively. The platinum-catalyzed reactions of 1 with phenylacetylene, te rt-butylacetylene, and 1-hexyne regiospecifically afforded the same product s as those obtained from palladium-catalyzed reactions in high yields.