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Silicon–oxygen bonding on diphenylsilane through palladium(II)‐catalysed reactions
Author(s) -
Purkayastha A.,
Baruah J. B.
Publication year - 2000
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 - 10.1002/1099-0739(200009)14:9<477::aid-aoc22>3.0.co;2-0
Subject(s) - chemistry , tetramethylethylenediamine , siloxane , palladium , catalysis , polymer chemistry , organosilicon , medicinal chemistry , benzoquinone , organic chemistry , polymer
The reactions of phenols with diphenylsilane are catalysed by palladium(II) catalysts such as Pd(TMEDA)Cl 2 (TMEDA = tetramethylethylenediamine), Pd(DEED)Cl 2 (DEED = N , N ′‐diethylethylenediamine), Pd(TEEDA)Cl 2 (TEEDA = N,N ′‐tetraethylethylenediamine) or PdCl 2 to form hydrated silanols with molecular formula Ph 2 Si(OR)OH· n H 2 O (when R = C 6 H 5 , n = 3; when R = p ‐CH 3 C 6 H 4 or o ‐CH 3 C 6 H 4 , n = 1). The reaction of hydroquinone with diphenylsilane in the presence of catalytic amounts of Pd(TMEDA)Cl 2 forms an Si–O‐bonded hydrated aggregate of composition [(C 6 H 5 ) 2 Si(OC 6 H 4 O).0.5H 2 0] n . p ‐Benzoquinone reacted with diphenylsilane in the presence of a catalytic amount of Pd(TMEDA)Cl 2 and the reaction proceeded via a multiple pathway involving quinhydrone as an intermediate charge‐transfer complex which reacted further with diphenylsilane to give a linear siloxane. Copyright © 2000 John Wiley & Sons, Ltd.