The reactions of hydrosilanes with trifluoropropene and pentafluorostyrene catalyzed by ruthenium, rhodium and palladium complexes

Iwao Ojima; Takamasa Fuchikami; Momoko Yatabe

doi:10.1016/S0022-328X(00)99483-X

The reactions of hydrosilanes with trifluoropropene and pentafluorostyrene catalyzed by ruthenium, rhodium and palladium complexes

Iwao Ojima
, Takamasa Fuchikami
, Momoko Yatabe

Chemistry

Stony Brook University

Sagami Chemical Research Institute

Research output: Contribution to journal › Article › peer-review

130 Scopus citations

Abstract

The reactions of hydrosilanes with trifluoropropene (TFP) and pentafluorostyrene (PFS) catalyzed by Ru₃(CO)₁₂ or RhCl(PPh₃)₃ give β-R_f-vinylsilane (1) and/or β-R_f-ethylsilane (2) (R_f = perfluorocarbon group). The 1/2 ratio is highly dependent on the nature of hydrosilane used. The ruthenium catalyst favors the formation of 1 compared with the rhodium catalyst. Neither α-R_f-vinylsilane nor α-R_f-ethyl-silane was formed at all. Possible mechanisms which can accommodate characteristic features of these reactions are discussed. The hydrosilylation of TFP with dichloro-methylsilane catalyzed by PdCl₂(PhCN)₂/2PPh₃ gives the α-adduct (9a) exclusively, and this is transformed to the corresponding dialkoxysilanes, silane diol, oligosilane diols and cyclic oligosiloxanes.

Original language	English
Pages (from-to)	335-346
Number of pages	12
Journal	Journal of Organometallic Chemistry
Volume	260
Issue number	3
DOIs	https://doi.org/10.1016/S0022-328X(00)99483-X
State	Published - Jan 17 1984

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title = "The reactions of hydrosilanes with trifluoropropene and pentafluorostyrene catalyzed by ruthenium, rhodium and palladium complexes",

abstract = "The reactions of hydrosilanes with trifluoropropene (TFP) and pentafluorostyrene (PFS) catalyzed by Ru3(CO)12 or RhCl(PPh3)3 give β-Rf-vinylsilane (1) and/or β-Rf-ethylsilane (2) (Rf = perfluorocarbon group). The 1/2 ratio is highly dependent on the nature of hydrosilane used. The ruthenium catalyst favors the formation of 1 compared with the rhodium catalyst. Neither α-Rf-vinylsilane nor α-Rf-ethyl-silane was formed at all. Possible mechanisms which can accommodate characteristic features of these reactions are discussed. The hydrosilylation of TFP with dichloro-methylsilane catalyzed by PdCl2(PhCN)2/2PPh3 gives the α-adduct (9a) exclusively, and this is transformed to the corresponding dialkoxysilanes, silane diol, oligosilane diols and cyclic oligosiloxanes.",

author = "Iwao Ojima and Takamasa Fuchikami and Momoko Yatabe",

year = "1984",

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T1 - The reactions of hydrosilanes with trifluoropropene and pentafluorostyrene catalyzed by ruthenium, rhodium and palladium complexes

AU - Ojima, Iwao

AU - Fuchikami, Takamasa

AU - Yatabe, Momoko

PY - 1984/1/17

Y1 - 1984/1/17

N2 - The reactions of hydrosilanes with trifluoropropene (TFP) and pentafluorostyrene (PFS) catalyzed by Ru3(CO)12 or RhCl(PPh3)3 give β-Rf-vinylsilane (1) and/or β-Rf-ethylsilane (2) (Rf = perfluorocarbon group). The 1/2 ratio is highly dependent on the nature of hydrosilane used. The ruthenium catalyst favors the formation of 1 compared with the rhodium catalyst. Neither α-Rf-vinylsilane nor α-Rf-ethyl-silane was formed at all. Possible mechanisms which can accommodate characteristic features of these reactions are discussed. The hydrosilylation of TFP with dichloro-methylsilane catalyzed by PdCl2(PhCN)2/2PPh3 gives the α-adduct (9a) exclusively, and this is transformed to the corresponding dialkoxysilanes, silane diol, oligosilane diols and cyclic oligosiloxanes.

AB - The reactions of hydrosilanes with trifluoropropene (TFP) and pentafluorostyrene (PFS) catalyzed by Ru3(CO)12 or RhCl(PPh3)3 give β-Rf-vinylsilane (1) and/or β-Rf-ethylsilane (2) (Rf = perfluorocarbon group). The 1/2 ratio is highly dependent on the nature of hydrosilane used. The ruthenium catalyst favors the formation of 1 compared with the rhodium catalyst. Neither α-Rf-vinylsilane nor α-Rf-ethyl-silane was formed at all. Possible mechanisms which can accommodate characteristic features of these reactions are discussed. The hydrosilylation of TFP with dichloro-methylsilane catalyzed by PdCl2(PhCN)2/2PPh3 gives the α-adduct (9a) exclusively, and this is transformed to the corresponding dialkoxysilanes, silane diol, oligosilane diols and cyclic oligosiloxanes.

UR - https://www.scopus.com/pages/publications/0000397756

U2 - 10.1016/S0022-328X(00)99483-X

DO - 10.1016/S0022-328X(00)99483-X

M3 - Article

SN - 0022-328X

VL - 260

SP - 335

EP - 346

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 3

ER -

The reactions of hydrosilanes with trifluoropropene and pentafluorostyrene catalyzed by ruthenium, rhodium and palladium complexes

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