An efficient synthesis of 5,5′-diaryl-2,2′-bichalcophenes

Mohamed A. Ismail; David W. Boykin; Chad E. Stephens

doi:10.1016/j.tetlet.2005.11.091

An efficient synthesis of 5,5′-diaryl-2,2′-bichalcophenes

Mohamed A. Ismail
, David W. Boykin
, Chad E. Stephens

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

35 Scopus citations

Abstract

A convenient and high yielding synthesis of 5,5′-diaryl-2,2′- bichalcophenes (furans, thiophenes, and selenophenes) by the hexabutylditin-mediated homocoupling of 5-bromochalcophenes is described. This approach has been applied to the synthesis of the blue-light-emitting compound 5,5′-bis(4-aminophenyl)-2,2′-bifuryl (PFDA).

Original language	English (US)
Pages (from-to)	795-797
Number of pages	3
Journal	Tetrahedron Letters
Volume	47
Issue number	5
DOIs	https://doi.org/10.1016/j.tetlet.2005.11.091
State	Published - Jan 30 2006
Externally published	Yes

Keywords

Bichalcophene
Bifuran
Biselenophene
Bithiophene
Homocoupling
PFDA

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.11.091

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title = "An efficient synthesis of 5,5′-diaryl-2,2′-bichalcophenes",

abstract = "A convenient and high yielding synthesis of 5,5′-diaryl-2,2′- bichalcophenes (furans, thiophenes, and selenophenes) by the hexabutylditin-mediated homocoupling of 5-bromochalcophenes is described. This approach has been applied to the synthesis of the blue-light-emitting compound 5,5′-bis(4-aminophenyl)-2,2′-bifuryl (PFDA).",

keywords = "Bichalcophene, Bifuran, Biselenophene, Bithiophene, Homocoupling, PFDA",

author = "Ismail, \{Mohamed A.\} and Boykin, \{David W.\} and Stephens, \{Chad E.\}",

note = "Funding Information: This work was supported by the Bill and Melinda Gates Foundation and NIH (Grants RO1GM61587 and RO1AI46365). Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

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doi = "10.1016/j.tetlet.2005.11.091",

language = "English (US)",

volume = "47",

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T1 - An efficient synthesis of 5,5′-diaryl-2,2′-bichalcophenes

AU - Ismail, Mohamed A.

AU - Boykin, David W.

AU - Stephens, Chad E.

PY - 2006/1/30

Y1 - 2006/1/30

N2 - A convenient and high yielding synthesis of 5,5′-diaryl-2,2′- bichalcophenes (furans, thiophenes, and selenophenes) by the hexabutylditin-mediated homocoupling of 5-bromochalcophenes is described. This approach has been applied to the synthesis of the blue-light-emitting compound 5,5′-bis(4-aminophenyl)-2,2′-bifuryl (PFDA).

AB - A convenient and high yielding synthesis of 5,5′-diaryl-2,2′- bichalcophenes (furans, thiophenes, and selenophenes) by the hexabutylditin-mediated homocoupling of 5-bromochalcophenes is described. This approach has been applied to the synthesis of the blue-light-emitting compound 5,5′-bis(4-aminophenyl)-2,2′-bifuryl (PFDA).

KW - Bichalcophene

KW - Bifuran

KW - Biselenophene

KW - Bithiophene

KW - Homocoupling

KW - PFDA

UR - https://www.scopus.com/pages/publications/29544437055

UR - https://www.scopus.com/pages/publications/29544437055#tab=citedBy

U2 - 10.1016/j.tetlet.2005.11.091

DO - 10.1016/j.tetlet.2005.11.091

M3 - Article

AN - SCOPUS:29544437055

SN - 0040-4039

VL - 47

SP - 795

EP - 797

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

ER -

An efficient synthesis of 5,5′-diaryl-2,2′-bichalcophenes

Abstract

Keywords

ASJC Scopus subject areas

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