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Synthesis, characterization of N-heterocyclic carbene metallacrown palladium complex and catalytic activities in Suzuki and Heck coupling reaction

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Abstract

A series of new N-heterocyclic carbene Metllacrown palladium complexes with a highly flexible polyether-bridged chain (CH2OCH2) n (n = 1–3) have been synthesized by the reaction of the corresponding silver complexes and PdCl2(CH3CN)2 in acetonitrile. Complexes 7a,b–9a,b have been structurally characterized. A single-crystal X-ray study of palladium complex 1,1′-(oxy-1,2-ethanediyl)bis[3-(1-naphthalenemethyl) imidazol-2-ylidene] palladium hexafluorophosphate 7a adopt a cis configuration. They exhibited excellent catalytic activity in Suzuki–Miyoura and Heck coupling of aryl bromide in the presence of KOH.

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A series of new N-heterocyclic carbene metallacrown palladium (II) complexes have been synthesized. These palladium complexes show excellent catalytic activity in Suzuki and Heck coupling reaction.

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Acknowledgments

We acknowledge financial support from the Research Fund for the Education Department of Shanxi Province (No. 2010111) and the financial support from the Opening Foundation of Key Laboratory of Shanxi Province (No. 2009011059-7) and the Shanxi Natural Science Foundation of China (No. 2006011069 and No. 2011011006-4).

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  1. Department of Chemistry, Shanxi Normal University, Linfen, 041004, People’s Republic of China

    Jun-Wen Wang, Lin-Ying Gao, Fan-Hui Meng, Jing Jiao, Ling-Yan Ding & Li-Fang Zhang

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  1. Jun-Wen Wang
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Correspondence to Jun-Wen Wang.

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Wang, JW., Gao, LY., Meng, FH. et al. Synthesis, characterization of N-heterocyclic carbene metallacrown palladium complex and catalytic activities in Suzuki and Heck coupling reaction. J Incl Phenom Macrocycl Chem 73, 119–128 (2012). https://doi.org/10.1007/s10847-011-0031-6

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