Assembly of Di-, Tetra- and Hexanuclear Organostannoxanes Using Hemi Labile Intramolecular N→Sn Coordination: Synthesis, Structure, DFT and Antibacterial Studies. (15th November 2021)

• Record Type: Journal Article
• Authors: Mishra, Abhishek; Batar, Aayush; Kumar, Ravi; Khandelwal, Amitap; Lama, Prem; Chhabra, Meenu; Metre, Ramesh K.
• Is Part Of: Polyhedron. Volume 209(2021)
• Publication Date: 2021-11-15
• Subjects: Organostannoxanes -- Organotin carboxylates -- Antibacterial activity -- Density functional theory -- Single crystal x-ray crystallography; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2021.115487
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: Three organostannoxanes, i.e. a hexanuclear monoorganostannoxane [RSn(µ2 -O)(µ2 -O2 CPh]6 ∙4PhCH3 (1), a dinuclear monoorganostannoxane [(RSn)2 (μ2 -O)(μ2 -O2 CPh)2 (κ 2 -O2 CPh)2 ]∙PhCH3 (2) and a tetranuclear diorganostannoxane macrocycle [R2 Sn(µ2 -O)]4 (3) (R = 2-phenylazophenyl) involving the intramolecular coordination approach has been synthesized, structurally characterized with single crystal x-ray crystallography. Furthermore, these complexes were examined for their antibacterial behaviour at different concentrations which in turn revealed the outstanding performance of complex 3 compared to the other two complexes. With the help of DFT studies, we have found that the order of observed antibacterial activity is in well agreement with the calculated HOMO-LUMO gap of these complexes (3>1>2). Abstract: Di-, Tetra- and Hexanuclear Organostanoxanes were obtained from the organotin precursors such as (RSnCl3 ; R = 2-phenylazophenyl) and diorganotin precursor (R2 SnCl2 ; R = 2-phenylazophenyl) having intramolecular N → Sn coordination. RSnCl3 on complete hydrolysis followed by reaction with benzoic acid in different stoichiometry in refluxing dry toluene afforded a hexanuclear [RSn(μ2 -O)(μ2 -O2 CPh]6 ∙4PhCH3 (1) and a dinuclear [(RSn)2 (μ2 -O)(μ2 -O2 CPh)2 (κ 2 -O2 CPh)2 ]∙PhCH3 (2) monoorganostannoxane clusters. While diorganotin precursor (R2 SnCl2 ; R = 2-phenylazophenyl) on complete hydrolysis in the presence of NaOH afforded a tetranuclear diorganostannoxane macrocycle [R2 Sn(µ2 -O)]4 (3) . Single crystal x-ray diffraction analyses revealed that all the three complexes consist Sn centers in different coordination environment acquiring distorted octahedral, distorted pentagonal bipyramidal and distorted trigonal bipyramidal geometry respectively. Complexes 1 –3 are further studied for their antibacterial activity which revealed complex 3 shows better antibacterial activity compared to the other complexes. From the DFT studies, we have found that the order of biological activity and HOMO-LUMO gap for these complexes are in similar order (3 > 1 > 2 ) which suggests that the biological activity and HOMO-LUMO gap are well correlated with each other for these complexes.