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Synthesis, spectroscopic characterization, X-ray crystal structure, biological screening and catalytic studies of organotin(IV) carboxylates of 3-(4-cyanophenyl) acrylic acid

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Abstract

A series of six organotin(IV) carboxylates [Me2SnL2] (1), [n-Bu2SnL2] (2), [n-Oct2SnL2] (3), [Me3SnL] (4), n-Bu3SnL (5) and [Ph3SnL] (6), where L = 3-(4-cyanophenyl) acrylic acid have been synthesized and characterized by elemental analysis, FT-IR and NMR (1H, 13C). The complex (4) was also analyzed by single crystal X-ray analysis which showed distorted trigonal bipyramidal geometry with polymeric bridging behavior. The complexes 1–6 were screened for antimicrobial activities and cytotoxicity. The results showed significant activity with few exceptions. The catalytic activity of complexes was assessed in transesterification reaction of Brassica campestris oil (triglycerides) to produce biodiesel (fatty acid methyl esters). The results showed that triorganotin(IV) complexes exhibited good catalytic activity than their di-analogues.

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Scheme 1
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Acknowledgments

M. Tariq (Pin No. 074-0616-Ps4-099) is thankful to higher education commission of Pakistan for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Quaid-i-Azam University, Islamabad, 45320, Pakistan

    Muhammad Tariq & Saqib Ali

  2. Department of Physics, University of Sargodha, Sargodha, Pakistan

    Muhammad Nawaz Tahir

  3. Chemistry Division, Pakistan Institute of Nuclear Science and Technology, Nilore, Pakistan

    Nasir Khalid

  4. Department of Microbiology, Quaid-i-Azam University, Islamabad, 45320, Pakistan

    Jafir Hussain Shirazi

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  1. Muhammad Tariq
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  2. Saqib Ali
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  3. Muhammad Nawaz Tahir
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Correspondence to Muhammad Tariq.

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Appendix. A. Supplementary material: Crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre, CCDC 933750 for complex 4. Copies of this information may be obtained free of charge from The Director, CCDC, 12, Union Road, Cambridge CB2 1EZ. Fax +44 1223 336 033 or email deposit@ccdc.cam.ac.uk or http://www.ccdc.cam.ac.uk.

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Tariq, M., Ali, S., Tahir, M.N. et al. Synthesis, spectroscopic characterization, X-ray crystal structure, biological screening and catalytic studies of organotin(IV) carboxylates of 3-(4-cyanophenyl) acrylic acid. J IRAN CHEM SOC 11, 839–846 (2014). https://doi.org/10.1007/s13738-013-0355-9

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