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Synthesis, spectral characterization, X-ray crystal structure, electrochemical studies, and DNA interactions of a Schiff base pro-ligand and its homobimetallic complexes containing the cysteamine moiety

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Abstract

A Schiff base, N,N′-(3,4-dithiahexane-1,6-diyl)bis(5-methylsalicylideneimine), was synthesized and characterized by X-ray crystallography. Dimeric complexes of nickel(II), palladium(II), and vanadium(IV) were synthesized by the reactions of the Schiff base with nickel(II) acetate, palladium(II) acetate, and vanadyl acetylacetonate in 1:1 molar ratio. In all three complexes, the thiol group was deprotonated and coordinated to the metal. The X-ray structure of the Schiff base showed that in the crystalline form, the SH groups were oxidized to the corresponding disulfide. In the dimeric complexes, coordination took place through the azomethine nitrogen, enolic oxygen, and sulfur atoms. The metal-to-ligand ratio was 1:1, and molar conductance data revealed that the metal complexes were nonelectrolytes. The free Schiff base and its complexes showed photoluminescence in methanol at room temperature. The redox behavior of the compounds was studied by cyclic voltammetry in DMF, which showed both quasi-reversible and irreversible processes. The interaction of the complexes with DNA was investigated by electronic absorption spectroscopy.

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Acknowledgments

We gratefully acknowledge the support of this work by Damghan University Research Council.

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Authors and Affiliations

  1. School of Chemistry, Damghan University, Damghan, 3671641167, Iran

    Fatemeh Mohammadtabar, Bita Shafaatian, Ahmad Soleymanpour & S. Ahmad Rezvani

  2. Department of Chemistry, Shahid Beheshti University, G. C., Evin, Tehran, 1983963113, Iran

    Behrouz Notash

Authors
  1. Fatemeh Mohammadtabar
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  2. Bita Shafaatian
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  3. Ahmad Soleymanpour
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  4. S. Ahmad Rezvani
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  5. Behrouz Notash
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Corresponding author

Correspondence to Bita Shafaatian.

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Supplementary material 1 (DOCX 590 kb)

Appendix: Supplementary data

Appendix: Supplementary data

CCDC 1053368 contains the supplementary crystallographic data for compound A. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44)1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk.

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Mohammadtabar, F., Shafaatian, B., Soleymanpour, A. et al. Synthesis, spectral characterization, X-ray crystal structure, electrochemical studies, and DNA interactions of a Schiff base pro-ligand and its homobimetallic complexes containing the cysteamine moiety. Transition Met Chem 41, 475–484 (2016). https://doi.org/10.1007/s11243-016-0043-6

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  • DOI: https://doi.org/10.1007/s11243-016-0043-6

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