Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant

Lujuan Yang; Zhan Lu; Shannon S. Stahl

doi:10.1039/B915487F

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Regioselective copper-catalyzed chlorination and bromination of arenes with O₂ as the oxidant†

Lujuan Yang,^ab Zhan Lu^b and Shannon S. Stahl*^b

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* Corresponding authors

^a State Key Laboratory of Physical Chemistry of Solid Surfaces and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China

^b Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, USA
E-mail: stahl@chem.wisc.edu

Abstract

Electron-rich aromatic C–H bonds undergo regioselective chlorination and bromination in the presence of CuX₂, LiX (X = Cl, Br) and molecular oxygen. Preliminary mechanistic insights suggest that the bromination and chlorination reactions proceed by different pathways.

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Supplementary files

Experimental procedures and characterization data forreaction products PDF (3376K)

Article information

DOI: https://doi.org/10.1039/B915487F
Article type: Communication
Submitted: 29 Jul 2009
Accepted: 02 Sep 2009
First published: 18 Sep 2009

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Chem. Commun., 2009, 6460-6462

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Regioselective copper-catalyzed chlorination and bromination of arenes with O₂ as the oxidant

L. Yang, Z. Lu and S. S. Stahl, Chem. Commun., 2009, 6460 DOI: 10.1039/B915487F

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