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One-pot synthesis and biological and catalytic applications of organometallic complexes involving oxazolines and (R)/(S)-a-phenylethylamine

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Abstract

The crystal structures of zinc complexes 1 and 3 were determined following synthesis via a one-pot method involving the reaction of 2-hydro-6-methyl-nicotinonitrile and 2-cyanopyridine with different l-amino alcohols mediated by 120–130 mol% ZnCl2. Copper complex 4 and cobalt complex 5 were prepared by reacting (R)/(S)-a-phenylethylamine with dimethyl dichloride silane in the presence of 52 mol% CuCl2 or 50 mol% CoCl2 as the third components. Crystalline compounds 1–5 were all characterized by elemental analysis, IR and NMR spectroscopies, and X-ray diffraction. Then, complexes 1 and 3–5 were evaluated for cytotoxicity against the human tumor cell line SMMC-7721 and were also used as catalysts in the nucleophilic addition reaction of trimethylsilonitrile with diphenylketimine. Both complexes exhibited anticancer activity against the human tumor cell line SMMC-7721 and showed enhanced catalytic effects.

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Acknowledgements

This work was supported by the Hefei University of Technology and State Key Laboratory of Phytochemistry and Plant Resource in West China.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei, 230009, People’s Republic of China

    Mei Luo

  2. State Key Laboratory of Phytochemistry and Plant Resource in West China, Kunming Institute of Botany, Chinese Academy of Science, Kunming, 650201, China

    Hong Mei Li

Authors
  1. Mei Luo
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  2. Hong Mei Li
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Correspondence to Mei Luo.

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13738_2019_1830_MOESM1_ESM.doc

Supplementary data related to this article can be found at https://doi.org crystallographic information files (CIF). This material is available free of charge via the Internet at Crystallographic information for all compounds and has been deposited with the Cambridge Crystallographic Data Center (CCDC) as supplementary publications CCDC 1854419-1854420, 1959078, 1961851 and 931760: HYPERLINK “mailto:deposit@ccdc.cam.ac.uk” deposit@ccdc.cam.ac.uk or http://www.ccdc.cam.ac.uk. (DOC 1343 kb)

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Luo, M., Li, H.M. One-pot synthesis and biological and catalytic applications of organometallic complexes involving oxazolines and (R)/(S)-a-phenylethylamine. J IRAN CHEM SOC 17, 963–971 (2020). https://doi.org/10.1007/s13738-019-01830-z

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  • DOI: https://doi.org/10.1007/s13738-019-01830-z

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