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Synthesis and Crystal Structure of a Novel Macrocyclic Bisimidazolylidene Picrate Containing Two Silver(I) N-heterocyclic Carbene Units

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Abstract

A novel macrocyclic silver(I)-NHC complex was prepared by the quaternization reaction and anion metathesization reaction from 1-(1H-Imidazole-1-yl)methylene-1H-1,2,4-triazole as starting material. Its molecular structure was determined by single crystal X-ray diffraction and NMR spectroscopy, it crystallizes in triclinic space group P − 1 with a = 11.3286(10) Å, b = 11.4226(10) Å, c = 12.3987(12) Å, α = 79.0060(10)°, β = 82.1780(10)°, γ = 84.5930(10)°, V = 1556.5(2) Å3, z = 2. The silver ion was coordinated by the two carbene C atoms of two independent triazolylidene rings in linear geometry. A 20-membered macrometallacycle was formed through the bridged interaction between two silver ions and two carbene ligands. There are weak π–π interactions between two picrate anions or between picrate anion and triazolylidene ring.

Graphical Abstract

A novel macrocyclic silver(I) N-heterocyclic carbene complex was prepared by the quaternization reaction and anion metathesization reaction from 1-(1H-Imidazole-1-yl)methylene-1H-1,2,4-triazole as starting material.

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Acknowledgments

This work was financially supported by the Natural Science Funds for Distinguished Young Scholars of Hubei Province, P. R. China (Grant No. 2006ABB038), the Science Fund for Creative Research Group of Hubei Normal University (2009) and the Outstanding Mid-young Scholars’ Science and Technology Programs, Hubei Provincial Department of Education (2007B003, CXY2009B028).

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Authors and Affiliations

  1. Hubei Key Laboratory of Pollutant Analysis and Reuse Technology, College of Chemistry and Environmental Engineering, Hubei Normal University, 435002, Huangshi, Hubei, People’s Republic of China

    Zhu Zhu, Jing-Jing Hu, Xiao-Xia Lu & Chuan-Ming Jin

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  1. Zhu Zhu
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  2. Jing-Jing Hu
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  3. Xiao-Xia Lu
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  4. Chuan-Ming Jin
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Correspondence to Chuan-Ming Jin.

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Zhu, Z., Hu, JJ., Lu, XX. et al. Synthesis and Crystal Structure of a Novel Macrocyclic Bisimidazolylidene Picrate Containing Two Silver(I) N-heterocyclic Carbene Units. J Chem Crystallogr 40, 423–427 (2010). https://doi.org/10.1007/s10870-009-9671-4

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  • DOI: https://doi.org/10.1007/s10870-009-9671-4

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