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tert ‐Butoxysilanols as model compounds for labile key intermediates of the sol–gel process: crystal and molecular structures of ( t ‐BuO) 3 SiOH and HO[( t ‐BuO) 2 SiO] 2 H
Author(s) -
Beckmann Jens,
Dakternieks Dainis,
Duthie Andrew,
Larchin Megan L.,
Tiekink Edward R. T.
Publication year - 2003
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.380
Subject(s) - chemistry , electrospray mass spectrometry , condensation , hydrogen bond , crystal (programming language) , hydrolysis , crystal structure , nuclear magnetic resonance spectroscopy , characterization (materials science) , crystallography , mass spectrometry , stereochemistry , electrospray , molecule , organic chemistry , nanotechnology , chromatography , thermodynamics , physics , materials science , computer science , programming language
The tert ‐butoxychlorosilanes ( t ‐BuO) 3 SiCl ( 1 ), ( t ‐BuO) 2 SiCl 2 ( 2 ), and [( t ‐BuO) 2 SiCl] 2 O ( 3 ) were prepared by the reaction of SiCl 4 or (Cl 3 Si) 2 O with t ‐BuOK. Subsequent hydrolysis afforded the tert ‐butoxysilanols ( t ‐BuO) 3 SiOH ( 4 ), ( t ‐BuO) 2 Si(OH) 2 ( 5 ), HO[( t ‐BuO) 2 SiO] 2 H ( 6 ) in high yields. The controlled condensation of 2 and 5 provided HO[( t ‐BuO) 2 SiO] 3 H ( 7 ) in reasonable yields. The tendency of 4 – 7 to undergo self‐condensation is small, thus enabling their characterization in solution and in the solid state by 29 Si NMR spectroscopy, IR spectroscopy and electrospray mass spectrometry, and in the case of 4 and 6 also by X‐ray diffraction. The key feature of the crystal structures is the incorporation of tert ‐butoxy groups into the hydrogen bonding. The results obtained are discussed in relation to the sol–gel process. Copyright © 2002 John Wiley & Sons, Ltd.