A visible light induced α-H chlorination of alkylarenes with inorganic chloride under nanoAg@AgCl

Liu, S.; Zhang, Q.; Li, H.; Yang, Y.; Tiana, X.; Whiting, A.

doi:10.1002/chem.201501439

A visible light induced α-H chlorination of alkylarenes with inorganic chloride under nanoAg@AgCl

Liu, S.; Zhang, Q.; Li, H.; Yang, Y.; Tiana, X.; Whiting, A.

Authors

S. Liu

Q. Zhang

H. Li

Y. Yang

X. Tiana

Professor Andrew Whiting andy.whiting@durham.ac.uk
Emeritus Professor

Abstract

An efficient, photocatalytic chlorination of alkylarene α-H groups using NaCl/HCl as chlorine source has been developed involving 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 O2 in air via the band gap 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.

Citation

Liu, S., Zhang, Q., Li, H., Yang, Y., Tiana, X., & Whiting, A. (2015). A visible light induced α-H chlorination of alkylarenes with inorganic chloride under nanoAg@AgCl. Chemistry - A European Journal, 21(27), 9671-9675. https://doi.org/10.1002/chem.201501439

Journal Article Type	Article
Acceptance Date	May 7, 2015
Online Publication Date	Jun 8, 2015
Publication Date	Jun 26, 2015
Deposit Date	May 13, 2015
Publicly Available Date	Jun 8, 2016
Journal	Chemistry - A European Journal
Print ISSN	0947-6539
Electronic ISSN	1521-3765
Publisher	Wiley
Peer Reviewed	Peer Reviewed
Volume	21
Issue	27
Pages	9671-9675
DOI	https://doi.org/10.1002/chem.201501439

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Copyright Statement
This is the peer reviewed version of the following article: Liu, S., Zhang, Q., Li, H., Yang, Y., Tian, X. and Whiting, A. (2015), A Visible-Light-Induced α-H Chlorination of Alkylarenes with Inorganic Chloride under NanoAg@AgCl. Chemistry - A European Journal, 21(27): 9671-9675, which has been published in final form at http://dx.doi.org/10.1002/chem.201501439. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.