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Halogenation of Arenes via an In situ Generated Hypohalous Acid from m ‐CPBA and HX: Mechanistic Insights from Cyclic Voltammetry
Author(s) -
Chen ChungYu,
Senadi Gopal Chandru,
Liu MeiChun,
Wang JehJeng
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600534
Subject(s) - halogenation , chemistry , cyclic voltammetry , electrophile , yield (engineering) , halide , electrophilic addition , medicinal chemistry , organic chemistry , photochemistry , inorganic chemistry , electrochemistry , catalysis , materials science , electrode , metallurgy
The direct halogenation of arenes under metal‐free condition has been developed via an electrophilic aromatic substitution reaction through in situ generation of hypohalous acid from HX and m ‐CPBA. The reactive halonium ion (X + ) was generated from halide anion (X − ) using m ‐CPBA as an oxidant for the first time. This interesting finding has been supported by cyclic voltammetry studies. The notable features of this reaction are very short reaction time, diversified substrate scope for chlorination as well as bromination reaction, scalable, good reaction yield and mild reaction condition.