Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene

Xingxian Gu; Wade A. Luhman; Elisey Yagodkin; Russell J. Holmes; Christopher J. Douglas

Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene

Xingxian Gu, Wade A. Luhman, Elisey Yagodkin, Russell J. Holmes, Christopher J. Douglas

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

Abstract

Kumada-Corriu coupling with aryl chlorides containing two ortho substituents remains difficult; coupling reactions of chloroacenes that contain peri-substitution are even less studied. Coupling of peri-substituted tetrachlorotetracene with aryl Grignard reagents at low temperature yielded diaryindenotetracenes, likely due to a cross-coupling and a subsequent annulation via C-H activation. Organic solar cells incorporating the target diarylindenotetracenes have displayed promising photovoltaic properties.

Original language	English (US)
Title of host publication	ACS National Meeting Book of Abstracts
State	Published - 2011
Event	242nd ACS National Meeting and Exposition - Denver, CO, United States Duration: Aug 28 2011 → Sep 1 2011

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Other	242nd ACS National Meeting and Exposition
Country/Territory	United States
City	Denver, CO
Period	8/28/11 → 9/1/11

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@inproceedings{0ad188e261b94a1f9b009318c52c072f,

title = "Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene",

abstract = "Kumada-Corriu coupling with aryl chlorides containing two ortho substituents remains difficult; coupling reactions of chloroacenes that contain peri-substitution are even less studied. Coupling of peri-substituted tetrachlorotetracene with aryl Grignard reagents at low temperature yielded diaryindenotetracenes, likely due to a cross-coupling and a subsequent annulation via C-H activation. Organic solar cells incorporating the target diarylindenotetracenes have displayed promising photovoltaic properties.",

author = "Xingxian Gu and Luhman, {Wade A.} and Elisey Yagodkin and Holmes, {Russell J.} and Douglas, {Christopher J.}",

year = "2011",

language = "English (US)",

booktitle = "ACS National Meeting Book of Abstracts",

note = "242nd ACS National Meeting and Exposition ; Conference date: 28-08-2011 Through 01-09-2011",

}

TY - GEN

T1 - Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene

AU - Gu, Xingxian

AU - Luhman, Wade A.

AU - Yagodkin, Elisey

AU - Holmes, Russell J.

AU - Douglas, Christopher J.

PY - 2011

Y1 - 2011

N2 - Kumada-Corriu coupling with aryl chlorides containing two ortho substituents remains difficult; coupling reactions of chloroacenes that contain peri-substitution are even less studied. Coupling of peri-substituted tetrachlorotetracene with aryl Grignard reagents at low temperature yielded diaryindenotetracenes, likely due to a cross-coupling and a subsequent annulation via C-H activation. Organic solar cells incorporating the target diarylindenotetracenes have displayed promising photovoltaic properties.

AB - Kumada-Corriu coupling with aryl chlorides containing two ortho substituents remains difficult; coupling reactions of chloroacenes that contain peri-substitution are even less studied. Coupling of peri-substituted tetrachlorotetracene with aryl Grignard reagents at low temperature yielded diaryindenotetracenes, likely due to a cross-coupling and a subsequent annulation via C-H activation. Organic solar cells incorporating the target diarylindenotetracenes have displayed promising photovoltaic properties.

UR - http://www.scopus.com/inward/record.url?scp=84861054454&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84861054454&partnerID=8YFLogxK

M3 - Conference contribution

AN - SCOPUS:84861054454

BT - ACS National Meeting Book of Abstracts

T2 - 242nd ACS National Meeting and Exposition

Y2 - 28 August 2011 through 1 September 2011

ER -

Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene

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