Conversion of an acetylide-silylene complex to an alkenylcarbyne complex by consecutive ketone addition and base-induced silanone elimination

Hiroyuki Sakaba; Mako Yabe-Yoshida; Hiroyuki Oike; Chizuko Kabuto

doi:10.1021/om1005879

Conversion of an acetylide-silylene complex to an alkenylcarbyne complex by consecutive ketone addition and base-induced silanone elimination

Hiroyuki Sakaba, Mako Yabe-Yoshida, Hiroyuki Oike, Chizuko Kabuto

SCI - Chemistry

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

10 Citations (Scopus)

Abstract

A new acetylide-silylene complex, Cp(CO)₂W(SiPh ₂)(CCSiMe₃) (4), was synthesized by the reaction of Cp(CO)₂W(NCMe)Me with Ph₂HSiC=CSiMe₃. Complex 4 reacted with acetone to give the six-membered cyclic vinylidene complex Cp(CO)₂W=C=C(SiMe₃)CMe₂OSiPh₂ (5) by acetone insertion into the acetylide-silylene framework. Treatment of 5 with 4-(dimethylamino)pyridine resulted in the formation of the alkenylcarbyne complex Cp(CO)₂W=CC(=CMe₂)SiMe₃ (8) and cyclic diphenylsiloxanes.

Original language	English
Pages (from-to)	4115-4119
Number of pages	5
Journal	Organometallics
Volume	29
Issue number	18
DOIs	https://doi.org/10.1021/om1005879
Publication status	Published - 2010 Sep 27

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Conversion of an acetylide-silylene complex to an alkenylcarbyne complex by consecutive ketone addition and base-induced silanone elimination",

abstract = "A new acetylide-silylene complex, Cp(CO)2W(SiPh 2)(CCSiMe3) (4), was synthesized by the reaction of Cp(CO)2W(NCMe)Me with Ph2HSiC=CSiMe3. Complex 4 reacted with acetone to give the six-membered cyclic vinylidene complex Cp(CO)2W=C=C(SiMe3)CMe2OSiPh2 (5) by acetone insertion into the acetylide-silylene framework. Treatment of 5 with 4-(dimethylamino)pyridine resulted in the formation of the alkenylcarbyne complex Cp(CO)2W=CC(=CMe2)SiMe3 (8) and cyclic diphenylsiloxanes.",

author = "Hiroyuki Sakaba and Mako Yabe-Yoshida and Hiroyuki Oike and Chizuko Kabuto",

year = "2010",

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journal = "Organometallics",

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T1 - Conversion of an acetylide-silylene complex to an alkenylcarbyne complex by consecutive ketone addition and base-induced silanone elimination

AU - Sakaba, Hiroyuki

AU - Yabe-Yoshida, Mako

AU - Oike, Hiroyuki

AU - Kabuto, Chizuko

PY - 2010/9/27

Y1 - 2010/9/27

N2 - A new acetylide-silylene complex, Cp(CO)2W(SiPh 2)(CCSiMe3) (4), was synthesized by the reaction of Cp(CO)2W(NCMe)Me with Ph2HSiC=CSiMe3. Complex 4 reacted with acetone to give the six-membered cyclic vinylidene complex Cp(CO)2W=C=C(SiMe3)CMe2OSiPh2 (5) by acetone insertion into the acetylide-silylene framework. Treatment of 5 with 4-(dimethylamino)pyridine resulted in the formation of the alkenylcarbyne complex Cp(CO)2W=CC(=CMe2)SiMe3 (8) and cyclic diphenylsiloxanes.

AB - A new acetylide-silylene complex, Cp(CO)2W(SiPh 2)(CCSiMe3) (4), was synthesized by the reaction of Cp(CO)2W(NCMe)Me with Ph2HSiC=CSiMe3. Complex 4 reacted with acetone to give the six-membered cyclic vinylidene complex Cp(CO)2W=C=C(SiMe3)CMe2OSiPh2 (5) by acetone insertion into the acetylide-silylene framework. Treatment of 5 with 4-(dimethylamino)pyridine resulted in the formation of the alkenylcarbyne complex Cp(CO)2W=CC(=CMe2)SiMe3 (8) and cyclic diphenylsiloxanes.

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Conversion of an acetylide-silylene complex to an alkenylcarbyne complex by consecutive ketone addition and base-induced silanone elimination

Abstract

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