ISSN:
1434-1948
Keywords:
Silanorbornenes
;
Silanorbornanes
;
Silicon-functionalized olefins
;
Silacyclobutanes
;
Hydrogenations
;
Heterocycles
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Catalytic hydrogenation of olefins containing functionalized silicon groups affords the saturated products in good yields. Chloro and alkoxy substituents at the silicon atom remain unaffected and, in the case of heterocyclic compounds, the cyclic or bicyclic moieties remain intact. The 2-silanorbornanes 4, 5, and 6 were synthesized from the corresponding 2-silanorbornenes 1, 2, and 3, and organosilanes 13 and 14 possessing the cyclopentyl group, were prepared from the cyclopentenyl-substituted precursors 10 and 12. The 3-vinyl-substituted silacyclobutanes 15, 17, and 18 were also hydrogenated in a simple apparatus with diethyl ether or THF as solvent, and Pd/C as a recoverable catalyst system. A basic organosilicon compound, trichloro(vinyl)silane, is hydrogenated in a nearly quantitative yield to form the saturated trichloro(ethyl)silane; this emphasizes the general applicability of this method.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
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