Unusual  ipso  Substitution of Diaryliodonium Bromides Initiated by a Single‐Electron‐Transfer Oxidizing Process | Zendy

Dohi Toshifumi | Zendy; Ito Motoki | Zendy; Yamaoka Nobutaka | Zendy; Morimoto Koji | Zendy; Fujioka Hiromichi | Zendy; Kita Yasuyuki | Zendy

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Unusual ipso Substitution of Diaryliodonium Bromides Initiated by a Single‐Electron‐Transfer Oxidizing Process

Author(s) -

Dohi Toshifumi,

Ito Motoki,

Yamaoka Nobutaka,

Morimoto Koji,

Fujioka Hiromichi,

Kita Yasuyuki

Publication year - 2010

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200907281

Subject(s) - oxidizing agent , chemistry , substitution (logic) , nucleophilic aromatic substitution , radical , substitution reaction , ring (chemistry) , electrophilic aromatic substitution , electron transfer , medicinal chemistry , aromaticity , nucleophile , combinatorial chemistry , nucleophilic substitution , organic chemistry , catalysis , molecule , computer science , programming language

Aromatic substitution : The treatment of diaryliodonium bromides 1 with aromatic nucleophiles 2 , afforded a variety of heteroaryl‐containing biaryls 3 in good yields. The ipso ‐substitution process at the heteroaryl ring in 1 occurs through the formation of aromatic cation radicals, which are initiated by the single‐electron‐transfer (SET) oxidation of 2 . (HFIP= hexafluoroisopropanol)

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