Diarylindenotetracenes via a selective cross-coupling/C-H functionalization: Electron donors for organic photovoltaic cells

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

doi:10.1021/ol300098p

Diarylindenotetracenes via a selective cross-coupling/C-H functionalization: Electron donors for organic photovoltaic cells

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

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Abstract

A direct synthesis of new donor materials for organic photovoltaic cells is reported. Diaryindenotetracenes were synthesized utilizing a Kumada-Tamao-Corriu cross-coupling of peri-substituted tetrachlorotetracene with spontaneous indene annulation via C-H activation. Vacuum deposited planar heterojunction organic photovoltaic cells incorporating these molecules as electron donors exhibit power conversion efficiencies exceeding 1.5% with open-circuit voltages ranging from 0.7 to 1.1 V when coupled with C ₆₀ as an electron acceptor.

Original language	English (US)
Pages (from-to)	1390-1393
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	6
DOIs	https://doi.org/10.1021/ol300098p
State	Published - Mar 16 2012

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title = "Diarylindenotetracenes via a selective cross-coupling/C-H functionalization: Electron donors for organic photovoltaic cells",

abstract = "A direct synthesis of new donor materials for organic photovoltaic cells is reported. Diaryindenotetracenes were synthesized utilizing a Kumada-Tamao-Corriu cross-coupling of peri-substituted tetrachlorotetracene with spontaneous indene annulation via C-H activation. Vacuum deposited planar heterojunction organic photovoltaic cells incorporating these molecules as electron donors exhibit power conversion efficiencies exceeding 1.5% with open-circuit voltages ranging from 0.7 to 1.1 V when coupled with C 60 as an electron acceptor.",

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

year = "2012",

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doi = "10.1021/ol300098p",

language = "English (US)",

volume = "14",

pages = "1390--1393",

journal = "Organic Letters",

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AU - Gu, Xingxian

AU - Luhman, Wade A.

AU - Yagodkin, Elisey

AU - Holmes, Russell J.

AU - Douglas, Christopher J.

PY - 2012/3/16

Y1 - 2012/3/16

N2 - A direct synthesis of new donor materials for organic photovoltaic cells is reported. Diaryindenotetracenes were synthesized utilizing a Kumada-Tamao-Corriu cross-coupling of peri-substituted tetrachlorotetracene with spontaneous indene annulation via C-H activation. Vacuum deposited planar heterojunction organic photovoltaic cells incorporating these molecules as electron donors exhibit power conversion efficiencies exceeding 1.5% with open-circuit voltages ranging from 0.7 to 1.1 V when coupled with C 60 as an electron acceptor.

AB - A direct synthesis of new donor materials for organic photovoltaic cells is reported. Diaryindenotetracenes were synthesized utilizing a Kumada-Tamao-Corriu cross-coupling of peri-substituted tetrachlorotetracene with spontaneous indene annulation via C-H activation. Vacuum deposited planar heterojunction organic photovoltaic cells incorporating these molecules as electron donors exhibit power conversion efficiencies exceeding 1.5% with open-circuit voltages ranging from 0.7 to 1.1 V when coupled with C 60 as an electron acceptor.

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Diarylindenotetracenes via a selective cross-coupling/C-H functionalization: Electron donors for organic photovoltaic cells

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