Reactions of amines with silenes and acylsilanes

Authors
Citation
Ag. Brook et Zf. Yu, Reactions of amines with silenes and acylsilanes, ORGANOMETAL, 19(10), 2000, pp. 1859-1863
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
19
Issue
10
Year of publication
2000
Pages
1859 - 1863
Database
ISI
SICI code
0276-7333(20000515)19:10<1859:ROAWSA>2.0.ZU;2-M
Abstract
Primary and secondary amines add cleanly in the dark to the silicon-carbon double bonds of silenes of the family (Me3Si)(2)Si=C(OSiMe3)R to give the p roducts (Me3Si)(2)(R2N)SiCH(OSiMe3)R. Secondary amines also add in the dark to acylsilanes of the family R3SiCOAr (R = alkyl, aryl) to give animals Ar CH(NR2)(2) and silanols R3SiOH, while primary amines form the imine ArCH=NR , corresponding to the acyl group of the acylsilane plus the related silano l. However, amines do not add in the dark to polysilylacylsilanes (Me3Si)(3 )SiCOR. Mechanisms explaining the results are proposed.