In:
Angewandte Chemie International Edition, Wiley, Vol. 56, No. 45 ( 2017-11-06), p. 13990-13994
Abstract:
The concept of protecting groups and leaving groups in organic synthesis was applied to the synthesis of siloxane‐based molecules. Alkoxy‐functionalized siloxane oligomers composed of SiO 4 , RSiO 3 , or R 2 SiO 2 units were chosen as targets (R: functional groups, such as Me and Ph). Herein we describe a novel synthesis of alkoxysiloxane oligomers based on the substitution reaction of trimethylsilyl (TMS) groups with alkoxysilyl groups. Oligosiloxanes possessing TMS groups were reacted with alkoxychlorosilane in the presence of BiCl 3 as a catalyst. TMS groups were substituted with alkoxysilyl groups, leading to the synthesis of alkoxysiloxane oligomers. Siloxane oligomers composed of RSiO 3 and R 2 SiO 2 units were synthesized more efficiently than those composed of SiO 4 units, suggesting that the steric hindrance around the TMS groups of the oligosiloxanes makes a difference in the degree of substitution. This reaction uses TMS groups as both protecting and leaving groups for SiOH/SiO − groups.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.201705942
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7