Synthesis and Characterization of Diorganotin (IV) Complexes with Tridentate Schiff Base Ligand Pyridoxal Aroylhydrazones

Abstract

Dichlorodiorganotin (IV) R₂SnCl₂ (where R = Me, Bu, or Ph) on reaction with substituted hydrazones (H₂L) derived from the condensation of pyridoxal hydrochloride with substituted acid hydrazides, H₂pydx-inh (L_I), H₂pydx-th (L_II), or H₂pydx-nh (L_III) (pydx = pyridoxal, inh = isonicotinoyl hydrazone, th = 2-thiophene carboxyl hydrazone, nh = 1-naphthoyl hydrazone), dry benzene give pentacoordinated complexes of the type R₂SnL_(I-III). In the solution of isolated complexes the ligand acted in a tridentate manner (O,O,N), coordinating through a phenolic oxygen, oxygen of keto group after enolization, and nitrogen of azomethine group. The synthesized complexes were characterized by elemental analyses, molar conductance, molecular weight determination, and infrared (IR) and nuclear magnetic resonance (NMR; ¹H, ¹³C, and ¹¹⁹Sn) spectral data. The ligands and their tin complexes were evaluated for antifungal and antibacterial activities, and the results indicate that they exhibit significant antimicrobial properties.

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GRAPHICAL ABSTRACT

Keywords:

• Diorganotin (IV) complexes
• pyridoxal aroylhydrazone
• Schiff base

Acknowledgments

The authors are grateful to the Sophisticated Analytical Instrumentation Facility (SAIF), Panjab University, Chandigarh, India, for providing NMR facilities and elemental analyses.