(8-Methoxynaphthyl)silyltriflates: a way to new functional siloxanes

Citation
A. Castel et al., (8-Methoxynaphthyl)silyltriflates: a way to new functional siloxanes, CR AC S IIC, 2(4), 1999, pp. 221-228
Citations number
27
Categorie Soggetti
Chemistry
Journal title
COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE
ISSN journal
13871609 → ACNP
Volume
2
Issue
4
Year of publication
1999
Pages
221 - 228
Database
ISI
SICI code
1387-1609(199904)2:4<221:(AWTNF>2.0.ZU;2-Y
Abstract
New (8-methoxynaphthyl) silanes were synthesized by organometallic route. T he coordination behaviour has been studied using NMR measurements. Their tr eatment with trifluoromethanesulfonic acid leads to the corresponding silyl triflates which exhibit a 5-coordinate silicon atom weakly linked to the tr iflate anion. Conductivity measurements confirm this ionic structure. In co ntrast, iodine, Et3N or Bu3P give the silaoxolene with loss of MeI. The hyd rolysis reactions of the organosilyltriflate lead to various functional sil oxanes with hydride or triflate groups according to experimental procedures (half an equivalent of water or excess under nucleophilic assistance of Et 3N). The X-ray crystal structure of the siloxytriflate shows the weak chela tion of the silicon center by the methoxy group. (C) Academie des sciences/ Elsevier, Paris.