Di-tert-butyl Peroxide Promoted Direct CH Arylation of Unactivated Arenes with Aryl Halides

Di‐tert‐butyl peroxide can smoothly promote the coupling of aryl halides with benzene derivatives without the aid of transition‐metal catalysts through a chain homolytic aromatic substitution mechanism in the presence of potassium tert‐butoxide. Radical reasoning: Di‐tert‐butyl peroxide and potassiu...

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Published inChemCatChem Vol. 6; no. 3; pp. 733 - 735
Main Authors Zhu, Yi-Wei, Yi, Wen-Bin, Qian, Jin-Long, Cai, Chun
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.03.2014
WILEY‐VCH Verlag
Subjects
aromatic substitution
arylation
peroxides
radicals
transition-metal free
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Summary:Di‐tert‐butyl peroxide can smoothly promote the coupling of aryl halides with benzene derivatives without the aid of transition‐metal catalysts through a chain homolytic aromatic substitution mechanism in the presence of potassium tert‐butoxide. Radical reasoning: Di‐tert‐butyl peroxide and potassium tert‐butoxide smoothly direct the CH arylation of unactivated benzene derivatives with aryl halides without the aid of a transition metal. Reactions occur through a base‐promoted homolytic aromatic substitution process and involve aryl radicals and aryl radical anions as intermediates. The process to synthesize biaryl compounds is high yielding and practical.
Bibliography:istex:D1F6689E8C085BC3F0FEEA34597A555E03A7BB18
Fundamental Research Funds for the Central Universities - No. 30920130111002
National Natural Science Foundation of China - No. 20902047
Jiangsu Provincial Natural Science Foundation of China for Key Projects - No. BK2010070
ArticleID:CCTC201301058
ark:/67375/WNG-CTPDJ2WD-F
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.201301058