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Syntheses, structures, and catalytic activity in Friedel–Crafts acylations of substituted tetramethylcyclopentadienyl molybdenum carbonyl complexes

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Abstract

Reactions of the substituted tetramethylcyclopentadienes [C5HMe4R] [R = tBu, Ph, CH2CH2C(CH3)3] with Mo(CO)3(CH3CN)3 in refluxing xylene gave a series of dinuclear molybdenum carbonyl complexes [(η5-C5Me4R)Mo(CO)3]2 [R = tBu (1), Ph (2), CH2CH2C(CH3)3 (3)], [(η5-C5MetBu)Mo(μ-CO)2]2 (4)], and [(η5-C5Me4)tBu]2Mo2O4(μ-O) (5)], respectively. Complexes 1–5 were characterized by elemental analysis, IR, 1H NMR, and 13C NMR spectroscopy. In addition, their crystal structures were determined by X-ray crystal diffraction analysis. The catalytic activities of complexes 1–3 in Friedel–Crafts acylation in the presence of o-chloranil has also been investigated; the reactions were achieved under mild conditions to give the corresponding products in moderate yields.

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Acknowledgements

The authors gratefully acknowledge the financial support from the National Natural Science Foundation of China (No. 21372061), the Hebei Natural Science Foundation of China (No. B2017205006), and the Key Research Fund of Hebei Normal University (No. L2017Z02).

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Author notes

  1. Tong Li, Xin-Long Yan, and Zhan-Wei Li have contributed equally to this work.

Authors and Affiliations

  1. The College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang, 050024, China

    Tong Li, Xin-Long Yan, Zhan-Wei Li, Zhan-Gang Han, Xue-Zhong Zheng & Jin Lin

  2. School of Pharmacy, Hebei Medical University, Shijiazhuang, 050017, China

    Zhi-Hong Ma

  3. Hebei College of Industry and Technology, Shijiazhuang, 050091, China

    Su-Zhen Li

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  1. Tong Li
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Corresponding authors

Correspondence to Zhi-Hong Ma or Jin Lin.

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The structure and characterization data for related catalytic products. (DOC 494 kb)

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Li, T., Yan, XL., Li, ZW. et al. Syntheses, structures, and catalytic activity in Friedel–Crafts acylations of substituted tetramethylcyclopentadienyl molybdenum carbonyl complexes. Transit Met Chem 43, 313–322 (2018). https://doi.org/10.1007/s11243-018-0217-5

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