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A Visible‐Light‐Induced α‐H Chlorination of Alkylarenes with Inorganic Chloride under NanoAg@AgCl
Author(s) -
Liu Shouxin,
Zhang Qi,
Li Huiying,
Yang Yihua,
Tian Xia,
Whiting Andrew
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201501439
Subject(s) - chlorine , photochemistry , visible spectrum , sunlight , chloride , chemistry , photocatalysis , toluene , inorganic chemistry , solvent , materials science , catalysis , organic chemistry , optoelectronics , physics , astronomy
An efficient, photocatalytic chlorination of alkylarene α‐H groups using NaCl/HCl as a chlorine source has been developed, which involves a radical mechanism under visible‐light (including sunlight) conditions. A chlorine radical is proposed to be formed by an electron transfer from chloride ion to O 2 in air through the bandgap hole of the semiconductor AgCl. The chlorination protocol is characterized by its use of natural sunlight or other visible light, mild conditions, cheap source of chlorine, green solvent, and high selectivity. The yield of benzylchloride is 95 % with a toluene conversion as high as 40 %, which rivals traditional chlorination methods.