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Silyl triflates: valuable materials for the synthesis of organosilicon oligomers and polymers
Author(s) -
Uhlig Wolfram
Publication year - 1997
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/(sici)1099-1581(199711)8:11<731::aid-pat710>3.0.co;2-p
Subject(s) - organosilicon , silylation , trifluoromethanesulfonate , silylene , reagent , polymer chemistry , nucleophile , surface modification , trifluoromethyl , organic chemistry , materials science , chemistry , silicon , catalysis , alkyl
The highly reactive silyl triflates R 4‐n Si(OSO 2 CF 3 ) n are valuable materials in organosilicon chemistry. Numerous new triflate derivatives of mono‐, oligo‐ and polysilanes were prepared by stepwise substitution of trifluoromethanesulfonyl groups for phenyl groups or other leaving groups. Conversions of silyl triflates with nucleophiles proceed regioselectively and, in most cases, quantitatively at low temperatures with short reaction times. Therefore, silyl triflates are suitable reagents for the synthesis and functionalization of linear and cyclic oligosilanes. Novel polycarbosilanes, polysilylalkynes and polysilylphenylenes, which show a regular alternating arrangement of silylene groups and organic units, were pre‐ pared from α,ω‐bis[(trifluoromethyl)sulfonyloxysilyl]‐substituted compounds and dinucleophiles. Branched polysilanes and polysilynes were obtained by reductive coupling of polymeric silyl triflates with potassium‐graphite. © 1997 John Wiley & Sons, Ltd.