Reactions of trisilaallene and 2-germadisilaallene with various reagents

Takeaki Iwamoto; Takashi Abe; Shintaro Ishida; Chizuko Kabuto; Mitsuo Kira

doi:10.1016/j.jorganchem.2006.05.063

Reactions of trisilaallene and 2-germadisilaallene with various reagents

Takeaki Iwamoto, Takashi Abe, Shintaro Ishida, Chizuko Kabuto, Mitsuo Kira

SCI - Chemistry

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

25 Citations (Scopus)

Abstract

A number of the distinctive reactions of trisilaallene 1 and 2-germadisilaallene 4 with various reagents including water, alcohols, acetone, and haloalkanes were studied. The addition reactions of 1 to water and alcohols occur in a regiospecific manner to afford 1,3-dioxytrisilanes in high yields. The additions are explained by a stepwise mechanism involving the initial nucleophilic attack of a hydroxy oxygen to a terminal allenic silicon to give an intermediate unsymmetric disilene. The regiospecificity is rationalized by the shape of the frontier molecular orbitals and the NPA charge distribution of trisilaallene 1 and the intermediate disilene.

Original language	English
Pages (from-to)	263-270
Number of pages	8
Journal	Journal of Organometallic Chemistry
Volume	692
Issue number	1-3
DOIs	https://doi.org/10.1016/j.jorganchem.2006.05.063
Publication status	Published - 2007 Jan 1

Keywords

Addition
Germadisilaallene
Mechanism
Trisilaallene
X-ray structural analysis

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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title = "Reactions of trisilaallene and 2-germadisilaallene with various reagents",

abstract = "A number of the distinctive reactions of trisilaallene 1 and 2-germadisilaallene 4 with various reagents including water, alcohols, acetone, and haloalkanes were studied. The addition reactions of 1 to water and alcohols occur in a regiospecific manner to afford 1,3-dioxytrisilanes in high yields. The additions are explained by a stepwise mechanism involving the initial nucleophilic attack of a hydroxy oxygen to a terminal allenic silicon to give an intermediate unsymmetric disilene. The regiospecificity is rationalized by the shape of the frontier molecular orbitals and the NPA charge distribution of trisilaallene 1 and the intermediate disilene.",

keywords = "Addition, Germadisilaallene, Mechanism, Trisilaallene, X-ray structural analysis",

author = "Takeaki Iwamoto and Takashi Abe and Shintaro Ishida and Chizuko Kabuto and Mitsuo Kira",

note = "Funding Information: This work was supported by the Ministry of Education, Culture, Sports, Science, and Technology of Japan, Grants-in-Aid for Scientific Research in Priority Areas (No. 14078203, “Reaction Control of Dynamic Complexes”), Scientific Research (A) (No. 16205007), and Specially Promoted Research (No. 17002005). ",

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doi = "10.1016/j.jorganchem.2006.05.063",

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T1 - Reactions of trisilaallene and 2-germadisilaallene with various reagents

AU - Iwamoto, Takeaki

AU - Abe, Takashi

AU - Ishida, Shintaro

AU - Kabuto, Chizuko

AU - Kira, Mitsuo

N1 - Funding Information: This work was supported by the Ministry of Education, Culture, Sports, Science, and Technology of Japan, Grants-in-Aid for Scientific Research in Priority Areas (No. 14078203, “Reaction Control of Dynamic Complexes”), Scientific Research (A) (No. 16205007), and Specially Promoted Research (No. 17002005).

PY - 2007/1/1

Y1 - 2007/1/1

N2 - A number of the distinctive reactions of trisilaallene 1 and 2-germadisilaallene 4 with various reagents including water, alcohols, acetone, and haloalkanes were studied. The addition reactions of 1 to water and alcohols occur in a regiospecific manner to afford 1,3-dioxytrisilanes in high yields. The additions are explained by a stepwise mechanism involving the initial nucleophilic attack of a hydroxy oxygen to a terminal allenic silicon to give an intermediate unsymmetric disilene. The regiospecificity is rationalized by the shape of the frontier molecular orbitals and the NPA charge distribution of trisilaallene 1 and the intermediate disilene.

AB - A number of the distinctive reactions of trisilaallene 1 and 2-germadisilaallene 4 with various reagents including water, alcohols, acetone, and haloalkanes were studied. The addition reactions of 1 to water and alcohols occur in a regiospecific manner to afford 1,3-dioxytrisilanes in high yields. The additions are explained by a stepwise mechanism involving the initial nucleophilic attack of a hydroxy oxygen to a terminal allenic silicon to give an intermediate unsymmetric disilene. The regiospecificity is rationalized by the shape of the frontier molecular orbitals and the NPA charge distribution of trisilaallene 1 and the intermediate disilene.

KW - Addition

KW - Germadisilaallene

KW - Mechanism

KW - Trisilaallene

KW - X-ray structural analysis

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EP - 270

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

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