Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 27, Pages 9671-9675Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201501439
Keywords
alkylarenes; NaCl/HCl; nano-Ag; chlorination; photocatalyst
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Funding
- National Basic Research Program of China [2100CB512007, 2012CB723501]
- National Natural Science Foundation of China [3047204, 30873139]
- Key Basic Research Project of the Hebei Province of China [12966737D]
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An efficient, photocatalytic chlorination of alkylarene alpha-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.
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