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Articles

Synthesis, structures, and catalytic studies of new copper(II) complexes with arene-linked pyrazolyl methane ligands

, , , , , , & show all
Pages 1544-1558 | Received 19 Oct 2014, Accepted 03 Mar 2015, Published online: 18 Apr 2015
 

Abstract

Two new copper complexes, [Cu2(L1)(dipic)2(H2O)2]⋅2H2O (1) and [Cu2(L2)(dipic)2(H2O)2]⋅3H2O (2) (L1 = 1,4-bis((1H-pyrazol-1-yl)methyl)benzene; L2 = 1,4-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene; and H2dipic = 2,6-pyridinedicarboxylic acid), were synthesized by the reaction of copper salt, arene-linked pyrazolyl methane ligands, and 2,6-pyridinedicarboxylic acid in 95% C2H5OH. They were characterized by elemental analysis, IR, UV–vis, single-crystal X-ray diffraction analysis, X-ray powder diffraction, and thermogravimetric analysis. We explored the application of the copper complexes in bromination reactions; the complexes exhibited bromination catalytic activity in single-pot reaction for the conversion of phenol red into bromophenol blue. A feasible bromination reaction mechanism of copper complexes was proposed.

Graphical abstract

Two new copper complexes, [Cu2(L1)(dipic)2(H2O)2]⋅2H2O (1) and [Cu2(L2)(dipic)2(H2O)2]·3H2O (2) (L1 = 1,4-bis((1H-pyrazol-1-yl)methyl)benzene; L2 = 1,4-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene; and H2dipic = 2,6-pyridinedicarboxylic acid), have been synthesized. The application of the copper complexes in bromination reaction was explored, and a mechanism was proposed.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the grants of the National Natural Science Foundation of China [grant number 21071071], [grant number 21371086]. Guangxi Key Laboratory of Information Materials, Guilin University of Electronic Technology, PR China (Project No. 1210908-06-K) and State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry, Jilin University, Changchun 130012, PR China [grant number 2013-05] for the financial assistance.

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