Isolable alkali-metal-substituted silyl radicals (tBu 2MeSi)2SiM (M = Li, Na, K): Electronically and sterically accessible planar silyl radicals

Shigeyoshi Inoue; Masaaki Ichinohe; Akira Sekiguchi

doi:10.1021/om8000185

Isolable alkali-metal-substituted silyl radicals (^tBu ₂MeSi)₂SiM (M = Li, Na, K): Electronically and sterically accessible planar silyl radicals

Shigeyoshi Inoue
, Masaaki Ichinohe
, Akira Sekiguchi

Tsukuba University

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

32 Scopus citations

Abstract

Tetrakis(di-tert-butylmethylsilyl)disilene (1) was treated with 2.2 equiv of MNp (metal naphthalenide, M = Na, K) in THF followed by addition of 2 equiv of a crown ether (2b, 15-crown-5; 2c, 18-crown-6), resulting in the formation of the first isolable alkali-metal-substituted silyl radicals 2, which were characterized by both EPR spectra and X-ray crystallography. The lithium-substituted silyl radical 2a was also synthesized as an isolable compound by the reaction of free silylene anion radical with LiBr, and it has a monomeric structure in solution but a dimeric structure in the solid state.

Original language	English
Pages (from-to)	1358-1360
Number of pages	3
Journal	Organometallics
Volume	27
Issue number	7
DOIs	https://doi.org/10.1021/om8000185
State	Published - 14 Apr 2008
Externally published	Yes

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title = "Isolable alkali-metal-substituted silyl radicals (tBu 2MeSi)2SiM (M = Li, Na, K): Electronically and sterically accessible planar silyl radicals",

abstract = "Tetrakis(di-tert-butylmethylsilyl)disilene (1) was treated with 2.2 equiv of MNp (metal naphthalenide, M = Na, K) in THF followed by addition of 2 equiv of a crown ether (2b, 15-crown-5; 2c, 18-crown-6), resulting in the formation of the first isolable alkali-metal-substituted silyl radicals 2, which were characterized by both EPR spectra and X-ray crystallography. The lithium-substituted silyl radical 2a was also synthesized as an isolable compound by the reaction of free silylene anion radical with LiBr, and it has a monomeric structure in solution but a dimeric structure in the solid state.",

author = "Shigeyoshi Inoue and Masaaki Ichinohe and Akira Sekiguchi",

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TY - JOUR

T1 - Isolable alkali-metal-substituted silyl radicals (tBu 2MeSi)2SiM (M = Li, Na, K)

T2 - Electronically and sterically accessible planar silyl radicals

AU - Inoue, Shigeyoshi

AU - Ichinohe, Masaaki

AU - Sekiguchi, Akira

PY - 2008/4/14

Y1 - 2008/4/14

N2 - Tetrakis(di-tert-butylmethylsilyl)disilene (1) was treated with 2.2 equiv of MNp (metal naphthalenide, M = Na, K) in THF followed by addition of 2 equiv of a crown ether (2b, 15-crown-5; 2c, 18-crown-6), resulting in the formation of the first isolable alkali-metal-substituted silyl radicals 2, which were characterized by both EPR spectra and X-ray crystallography. The lithium-substituted silyl radical 2a was also synthesized as an isolable compound by the reaction of free silylene anion radical with LiBr, and it has a monomeric structure in solution but a dimeric structure in the solid state.

AB - Tetrakis(di-tert-butylmethylsilyl)disilene (1) was treated with 2.2 equiv of MNp (metal naphthalenide, M = Na, K) in THF followed by addition of 2 equiv of a crown ether (2b, 15-crown-5; 2c, 18-crown-6), resulting in the formation of the first isolable alkali-metal-substituted silyl radicals 2, which were characterized by both EPR spectra and X-ray crystallography. The lithium-substituted silyl radical 2a was also synthesized as an isolable compound by the reaction of free silylene anion radical with LiBr, and it has a monomeric structure in solution but a dimeric structure in the solid state.

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U2 - 10.1021/om8000185

DO - 10.1021/om8000185

M3 - Article

AN - SCOPUS:42449084952

SN - 0276-7333

VL - 27

SP - 1358

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JO - Organometallics

JF - Organometallics

IS - 7

ER -

Isolable alkali-metal-substituted silyl radicals (^tBu ₂MeSi)₂SiM (M = Li, Na, K): Electronically and sterically accessible planar silyl radicals

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