The first stable methyl-substituted disilene: Synthesis, crystal structure, and regiospecific MeLi addition

Masaaki Ichinohe; Rei Kinjo; Akira Sekiguchi

doi:10.1021/om030571a

The first stable methyl-substituted disilene: Synthesis, crystal structure, and regiospecific MeLi addition

Masaaki Ichinohe, Rei Kinjo, Akira Sekiguchi^*

^*Corresponding author for this work

University of Tsukuba

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

43 Citations (Scopus)

Abstract

The reductive debromination of 3,3-dibromo-1,1,5,5-tetra-tert-butyl-2,4-bis (di-tert-butylmethylsilyl)-1,2,4,5-tetramethylpentasilane, [(^tBu₂MeSi)₂MeSi]₂SiBr₂ (1), gave (E)-[(^tBu₂MeSi)₂MeSi](^t Bu₂MeSi)Si=SiiMe-(SiMe^tBu₂) (3), which is the first methyl-substituted isolable disilene, and its structure was determined by X-ray crystallography. The regioselective addition of a methyl anion to the Si=Si bond in 3 took place to give the solvent-separated silyl anion species tetrakis(tetrahydrofuran)lithium(I) 1,1,5,5-tetra-tert-butyl-2,3-bis(di-tert-butylmethylsilyl)-1,2,4,4,5-pentamethyl pentasilan-3-ide (4).

Original language	English
Pages (from-to)	4621-4623
Number of pages	3
Journal	Organometallics
Volume	22
Issue number	23
DOIs	https://doi.org/10.1021/om030571a
Publication status	Published - Nov 10 2003
Externally published	Yes

ASJC Scopus Subject Areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "The first stable methyl-substituted disilene: Synthesis, crystal structure, and regiospecific MeLi addition",

abstract = "The reductive debromination of 3,3-dibromo-1,1,5,5-tetra-tert-butyl-2,4-bis (di-tert-butylmethylsilyl)-1,2,4,5-tetramethylpentasilane, [(tBu2MeSi)2MeSi]2SiBr2 (1), gave (E)-[(tBu2MeSi)2MeSi](t Bu2MeSi)Si=SiiMe-(SiMetBu2) (3), which is the first methyl-substituted isolable disilene, and its structure was determined by X-ray crystallography. The regioselective addition of a methyl anion to the Si=Si bond in 3 took place to give the solvent-separated silyl anion species tetrakis(tetrahydrofuran)lithium(I) 1,1,5,5-tetra-tert-butyl-2,3-bis(di-tert-butylmethylsilyl)-1,2,4,4,5-pentamethyl pentasilan-3-ide (4).",

author = "Masaaki Ichinohe and Rei Kinjo and Akira Sekiguchi",

year = "2003",

month = nov,

day = "10",

doi = "10.1021/om030571a",

language = "English",

volume = "22",

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journal = "Organometallics",

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T1 - The first stable methyl-substituted disilene

T2 - Synthesis, crystal structure, and regiospecific MeLi addition

AU - Ichinohe, Masaaki

AU - Kinjo, Rei

AU - Sekiguchi, Akira

PY - 2003/11/10

Y1 - 2003/11/10

N2 - The reductive debromination of 3,3-dibromo-1,1,5,5-tetra-tert-butyl-2,4-bis (di-tert-butylmethylsilyl)-1,2,4,5-tetramethylpentasilane, [(tBu2MeSi)2MeSi]2SiBr2 (1), gave (E)-[(tBu2MeSi)2MeSi](t Bu2MeSi)Si=SiiMe-(SiMetBu2) (3), which is the first methyl-substituted isolable disilene, and its structure was determined by X-ray crystallography. The regioselective addition of a methyl anion to the Si=Si bond in 3 took place to give the solvent-separated silyl anion species tetrakis(tetrahydrofuran)lithium(I) 1,1,5,5-tetra-tert-butyl-2,3-bis(di-tert-butylmethylsilyl)-1,2,4,4,5-pentamethyl pentasilan-3-ide (4).

AB - The reductive debromination of 3,3-dibromo-1,1,5,5-tetra-tert-butyl-2,4-bis (di-tert-butylmethylsilyl)-1,2,4,5-tetramethylpentasilane, [(tBu2MeSi)2MeSi]2SiBr2 (1), gave (E)-[(tBu2MeSi)2MeSi](t Bu2MeSi)Si=SiiMe-(SiMetBu2) (3), which is the first methyl-substituted isolable disilene, and its structure was determined by X-ray crystallography. The regioselective addition of a methyl anion to the Si=Si bond in 3 took place to give the solvent-separated silyl anion species tetrakis(tetrahydrofuran)lithium(I) 1,1,5,5-tetra-tert-butyl-2,3-bis(di-tert-butylmethylsilyl)-1,2,4,4,5-pentamethyl pentasilan-3-ide (4).

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ER -

The first stable methyl-substituted disilene: Synthesis, crystal structure, and regiospecific MeLi addition

Abstract

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