Synthesis and structure of the dithienostannole anion

Masaichi Saito; Munenori Shiratake; Tomoyuki Tajima; Jing Dong Guo; Shigeru Nagase

doi:10.1016/j.jorganchem.2009.08.026

Synthesis and structure of the dithienostannole anion

Masaichi Saito, Munenori Shiratake, Tomoyuki Tajima, Jing Dong Guo, Shigeru Nagase

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

12 Citations (Scopus)

Abstract

Novel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion. The structure and aromaticity of the dithienostannole anion are also discussed.

Original language	English
Pages (from-to)	4056-4061
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	694
Issue number	25
DOIs	https://doi.org/10.1016/j.jorganchem.2009.08.026
Publication status	Published - Dec 1 2009
Externally published	Yes

Keywords

Anion
Aromaticity
Dithienostannole
Lithium
Reduction

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.jorganchem.2009.08.026

Cite this

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title = "Synthesis and structure of the dithienostannole anion",

abstract = "Novel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion. The structure and aromaticity of the dithienostannole anion are also discussed.",

keywords = "Anion, Aromaticity, Dithienostannole, Lithium, Reduction",

author = "Masaichi Saito and Munenori Shiratake and Tomoyuki Tajima and Guo, {Jing Dong} and Shigeru Nagase",

note = "Funding Information: This work was partially supported by Grant-in-Aids for Scientific Research (No. 20038010 for M.S. and No. 18066017 for S.N.) in Priority Areas “Molecular Theory for Real Systems” and the Nanotechnology Support Project from the Ministry of Education, Culture, Sports, Science, and Technology of Japan. ",

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language = "English",

volume = "694",

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journal = "Journal of Organometallic Chemistry",

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T1 - Synthesis and structure of the dithienostannole anion

AU - Saito, Masaichi

AU - Shiratake, Munenori

AU - Tajima, Tomoyuki

AU - Guo, Jing Dong

AU - Nagase, Shigeru

N1 - Funding Information: This work was partially supported by Grant-in-Aids for Scientific Research (No. 20038010 for M.S. and No. 18066017 for S.N.) in Priority Areas “Molecular Theory for Real Systems” and the Nanotechnology Support Project from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.

PY - 2009/12/1

Y1 - 2009/12/1

N2 - Novel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion. The structure and aromaticity of the dithienostannole anion are also discussed.

AB - Novel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion. The structure and aromaticity of the dithienostannole anion are also discussed.

KW - Anion

KW - Aromaticity

KW - Dithienostannole

KW - Lithium

KW - Reduction

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DO - 10.1016/j.jorganchem.2009.08.026

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SN - 0022-328X

VL - 694

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JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 25

ER -

Synthesis and structure of the dithienostannole anion

Abstract

Keywords

ASJC Scopus subject areas

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