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Synthesis and catalytic activity of N-heterocyclic carbene metal carbonyl complexes based on 1-[2-(pyrazol-1-yl)phenyl]imidazole

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Abstract

A series of N-heterocyclic carbene transition metal (molybdenum, tungsten and ruthenium) carbonyl complexes derived from 1-[2-(pyrazol-1-yl)phenyl]-imidazole have been synthesized and characterized by physico-chemical and spectroscopic methods, and the structures of five complexes have been confirmed by X-ray crystal structure analyses. The azaaryl-functionalized N-heterocyclic carbenes act as chelating N,C-bidentate ligands in these five complexes. Preliminary catalytic tests of these NHC-molybdenum (tungsten) carbonyl complexes in the oxidation of styrene have been carried out, showing that benzaldehyde was the main oxidation product when hydrogen peroxide was used as the oxidant, while 2,5-diphenyl-1,4-dioxane was obtained as the exclusive product in the oxidation by tert-butyl hydroperoxide.

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Acknowledgments

This work is supported by the National Natural Science Foundation of China (No. 20972075) and NFFTBS (No. J1103306).

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Authors and Affiliations

  1. Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, People’s Republic of China

    Cai-Hong Cheng, Ren-Yu Guo, Qi Cui, Hai-Bin Song & Liang-Fu Tang

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  1. Cai-Hong Cheng
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  2. Ren-Yu Guo
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  3. Qi Cui
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  4. Hai-Bin Song
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  5. Liang-Fu Tang
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Correspondence to Liang-Fu Tang.

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Cheng, CH., Guo, RY., Cui, Q. et al. Synthesis and catalytic activity of N-heterocyclic carbene metal carbonyl complexes based on 1-[2-(pyrazol-1-yl)phenyl]imidazole. Transition Met Chem 40, 297–304 (2015). https://doi.org/10.1007/s11243-015-9917-2

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