One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole

Teck Lip Tam; Hairong Li; Fengxia Wei; Ke Jie Tan; Christian Kloc; Yeng Ming Lam; Subodh G. Mhaisalkar; Andrew C. Grimsdale

doi:10.1021/ol100989v

One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole

Teck Lip Tam, Hairong Li, Fengxia Wei, Ke Jie Tan, Christian Kloc, Yeng Ming Lam, Subodh G. Mhaisalkar, Andrew C. Grimsdale

Nanyang Technological University

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

51 Citations (Scopus)

Abstract

(Equation Presented). A one-step synthesis of 4,8-dibromobenzo[1,2-c;4,5- c′]bis[1,2,5]thiadiazole with use of 1,2,4,5-tetraaminobenzene tetrahydrobromide and thionyl bromide in good yield is reported. This unit can then be used in the synthesis of low bandgap materials via palladium-catalyzed coupling reactions. The approach offers a quick and easy way to prepare low bandgap materials as compared to the current literature methods.

Original language	English
Pages (from-to)	3340-3343
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	15
DOIs	https://doi.org/10.1021/ol100989v
Publication status	Published - Aug 6 2010
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol100989v

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title = "One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole",

abstract = "(Equation Presented). A one-step synthesis of 4,8-dibromobenzo[1,2-c;4,5- c′]bis[1,2,5]thiadiazole with use of 1,2,4,5-tetraaminobenzene tetrahydrobromide and thionyl bromide in good yield is reported. This unit can then be used in the synthesis of low bandgap materials via palladium-catalyzed coupling reactions. The approach offers a quick and easy way to prepare low bandgap materials as compared to the current literature methods.",

author = "Tam, {Teck Lip} and Hairong Li and Fengxia Wei and Tan, {Ke Jie} and Christian Kloc and Lam, {Yeng Ming} and Mhaisalkar, {Subodh G.} and Grimsdale, {Andrew C.}",

year = "2010",

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doi = "10.1021/ol100989v",

language = "English",

volume = "12",

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journal = "Organic Letters",

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TY - JOUR

T1 - One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole

AU - Tam, Teck Lip

AU - Li, Hairong

AU - Wei, Fengxia

AU - Tan, Ke Jie

AU - Kloc, Christian

AU - Lam, Yeng Ming

AU - Mhaisalkar, Subodh G.

AU - Grimsdale, Andrew C.

PY - 2010/8/6

Y1 - 2010/8/6

N2 - (Equation Presented). A one-step synthesis of 4,8-dibromobenzo[1,2-c;4,5- c′]bis[1,2,5]thiadiazole with use of 1,2,4,5-tetraaminobenzene tetrahydrobromide and thionyl bromide in good yield is reported. This unit can then be used in the synthesis of low bandgap materials via palladium-catalyzed coupling reactions. The approach offers a quick and easy way to prepare low bandgap materials as compared to the current literature methods.

AB - (Equation Presented). A one-step synthesis of 4,8-dibromobenzo[1,2-c;4,5- c′]bis[1,2,5]thiadiazole with use of 1,2,4,5-tetraaminobenzene tetrahydrobromide and thionyl bromide in good yield is reported. This unit can then be used in the synthesis of low bandgap materials via palladium-catalyzed coupling reactions. The approach offers a quick and easy way to prepare low bandgap materials as compared to the current literature methods.

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One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole

Abstract

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