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N-pendent dimethyl derivative of an octamethyl azamacrocycle and its Cu(II), Ni(II) and Zn(II) complexes: synthesis, characterization and antimicrobial investigations

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Abstract

Purpose

Due to the mentionable importance of macrocyclic compounds different metal complexes with a new macrocyclic ligand have been prepared in this study. To materialize this expectation, a new N-pendent derivative LAZ was prepared by the interaction between isomeric ligand, LA (a C-chiral isomer of 3,10-C-meso-Me8[14]ane) and CH3I at 1:4 ratio under reflux in methanolic solution. LAZ underwent complexation with Ni(II), Cu(II) and Zn(II) salts to form four coordinated square planar orange [NiLAZ](ClO4)2 square planar violet [CuLAZ](ClO4)2, and five coordinated square pyramidal white [ZnLAZ(NO3)](NO3) complexes respectively. The axial addition reactions on [CuLAZ](ClO4)2 with NCS−, NO3−, NO2−, Cl−, Br− and I− afforded different colored six coordinated octahedral axial addition products: purple [CuLAZ(NCS)2]; pink [CuLAZ(NO3)(ClO4)]; pink [CuLAZ(NO2)(ClO4)]; pink [CuLAZCl(ClO4)]; pink [CuLAZBr2] and deep blue [CuLAZI(ClO4)] respectively.

Methods

The compounds were characterized on the basis of different analytical parameters. Antibacterial and antifungal activities of newly prepared compounds were investigated by using standard methods.

Results

The metal complexes of LAZ showed different geometries with required coordination. Theses complexes also showed electrolytic behavior in different solvents. The ligand LAZ and its metal complexes exhibit moderate antimicrobial activities toward different phytopathogenic bacteria and fungi.

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Acknowledgements

The authors would like to extend their sincere appreciation to the Ministry of Education, People’s Republic of Bangladesh to sanction a research grant to Professor Dr. Tapashi Ghosh Roy, Department of Chemistry, University of Chittagong, Chittagong-4331, Bangladesh.

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Authors and Affiliations

  1. Department of Chemistry, University of Chittagong, Chattogram, 4331, Bangladesh

    Suman Kanti Das Gupta, Benu Kumar Dey & Tapashi Ghosh Roy

  2. Department of Chemistry, Chittagong University of Engineering & Technology, Chattogram, 4349, Bangladesh

    Saswata Rabi

  3. Faculty of Chemistry and Earth Sciences, Friedrich Schiller University, Jena, Germany

    Axel Buchholz & Winfried Plass

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  1. Suman Kanti Das Gupta
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  2. Saswata Rabi
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Contributions

SKDG did experimental work and drafted the manuscript. SR edited the manuscript to some extent. TGR and BKD supervised the work and TGR finalized the manuscript. WP and AB collected and analyzed the spectroscopic data.

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Correspondence to Tapashi Ghosh Roy.

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Das Gupta, S.K., Rabi, S., Dey, B.K. et al. N-pendent dimethyl derivative of an octamethyl azamacrocycle and its Cu(II), Ni(II) and Zn(II) complexes: synthesis, characterization and antimicrobial investigations. J Incl Phenom Macrocycl Chem 103, 201–211 (2023). https://doi.org/10.1007/s10847-023-01187-0

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