Photocatalytic formation of dimethyllepidopterene from 9,10- dimethylanthracene via electron-transfer oxidation

Kei Ohkubo; Ryosuke Iwata; Soushi Miyazaki; Takahiko Kojima; Shunichi Fukuzumi

doi:10.1021/ol062554y

Photocatalytic formation of dimethyllepidopterene from 9,10- dimethylanthracene via electron-transfer oxidation

Kei Ohkubo, Ryosuke Iwata, Soushi Miyazaki, Takahiko Kojima, Shunichi Fukuzumi

Department of Chemistry & Nanoscience

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

25 Scopus citations

Abstract

(Chemical Equation Presented) Photocatalytic carbon-carbon bond formation of 9,10-dimethylanthracene (DMA) in chloroform occurs efficiently via the electron-transfer oxidation of DMA with the photoinduced electron-transfer state of 9-mesityl-10-methylacridinium ion (Acr⁺-Mes), followed by deprotonation from the methyl group of DMA radical cation and the radical coupling reaction between anthracenylmethyl radicals to produce dimethyllepidopterene.

Original language	English
Pages (from-to)	6079-6082
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	26
DOIs	https://doi.org/10.1021/ol062554y
State	Published - 21 Dec 2006

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title = "Photocatalytic formation of dimethyllepidopterene from 9,10- dimethylanthracene via electron-transfer oxidation",

abstract = "(Chemical Equation Presented) Photocatalytic carbon-carbon bond formation of 9,10-dimethylanthracene (DMA) in chloroform occurs efficiently via the electron-transfer oxidation of DMA with the photoinduced electron-transfer state of 9-mesityl-10-methylacridinium ion (Acr+-Mes), followed by deprotonation from the methyl group of DMA radical cation and the radical coupling reaction between anthracenylmethyl radicals to produce dimethyllepidopterene.",

author = "Kei Ohkubo and Ryosuke Iwata and Soushi Miyazaki and Takahiko Kojima and Shunichi Fukuzumi",

year = "2006",

month = dec,

day = "21",

doi = "10.1021/ol062554y",

language = "English",

volume = "8",

pages = "6079--6082",

journal = "Organic Letters",

issn = "1523-7060",

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TY - JOUR

T1 - Photocatalytic formation of dimethyllepidopterene from 9,10- dimethylanthracene via electron-transfer oxidation

AU - Ohkubo, Kei

AU - Iwata, Ryosuke

AU - Miyazaki, Soushi

AU - Kojima, Takahiko

AU - Fukuzumi, Shunichi

PY - 2006/12/21

Y1 - 2006/12/21

N2 - (Chemical Equation Presented) Photocatalytic carbon-carbon bond formation of 9,10-dimethylanthracene (DMA) in chloroform occurs efficiently via the electron-transfer oxidation of DMA with the photoinduced electron-transfer state of 9-mesityl-10-methylacridinium ion (Acr+-Mes), followed by deprotonation from the methyl group of DMA radical cation and the radical coupling reaction between anthracenylmethyl radicals to produce dimethyllepidopterene.

AB - (Chemical Equation Presented) Photocatalytic carbon-carbon bond formation of 9,10-dimethylanthracene (DMA) in chloroform occurs efficiently via the electron-transfer oxidation of DMA with the photoinduced electron-transfer state of 9-mesityl-10-methylacridinium ion (Acr+-Mes), followed by deprotonation from the methyl group of DMA radical cation and the radical coupling reaction between anthracenylmethyl radicals to produce dimethyllepidopterene.

UR - http://www.scopus.com/inward/record.url?scp=33846164070&partnerID=8YFLogxK

U2 - 10.1021/ol062554y

DO - 10.1021/ol062554y

M3 - Article

AN - SCOPUS:33846164070

SN - 1523-7060

VL - 8

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EP - 6082

JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

Photocatalytic formation of dimethyllepidopterene from 9,10- dimethylanthracene via electron-transfer oxidation

Abstract

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