MIXED ORGANOFLUORINE-ORGANOSILICON CHEMISTRY .4. PERFLUOROENOXYSILANES - SYNTHESIS AND REACTIVITY

Authors
DOUSSOT P PORTELLA C
Citation
P. Doussot et C. Portella, MIXED ORGANOFLUORINE-ORGANOSILICON CHEMISTRY .4. PERFLUOROENOXYSILANES - SYNTHESIS AND REACTIVITY, Journal of organic chemistry, 58(24), 1993, pp. 6675-6680
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
24
Year of publication
1993
Pages
6675 - 6680
Database
ISI
SICI code
0022-3263(1993)58:24<6675:MOC.P>2.0.ZU;2-0
Abstract
1-Alkyl (or aryl)-1-[(trialkylsilyl)oxy]perfluoroalk-1-enes were synth esized from acylsilanes and perfluoroalkyl iodides. Perfluoroorganolit hium and magnesium were used for aliphatic and aromatic derivatives, r espectively. These enoxysilanes have nucleophilic as well as electroph ilic properties. They are enolate equivalents, leading to 2-hydroperfl uoroalkyl ketones on hydrolysis, or aldol products. With good nucleoph iles like amines, they react as electron poor alkenes to give beta-ena mino ketones.