Simplified synthesis, H, C, N, Sn NMR spectra and X-ray structures of diorganotin(IV) complexes containing the 4-phenyl-2,4-butanedionebenzoylhydrazone(2−) ligand |
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Authors: | Dilip Kumar Dey Georgina M. Rosair |
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Affiliation: | a Department of Chemistry, Chandidas Mahavidyalaya, Khujutipara 731 215, Birbhum, West Bengal, India b Research Institute for Organic Syntheses, 532 18 Pardubice-Rybitvi, Czech Republic c Department of Chemistry, Jadavpur University, Kolkata 700 032, India d Chemistry, William Perkin Building, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh EH14 4AS, Scotland, UK |
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Abstract: | Two diorganotin(IV) complexes of the general formula R2Sn[Ph(O)CCH-C(Me)N-NC(O)Ph] (R=Ph, 1; R=Me, 2) have been synthesised from the corresponding diorganotin(IV) dichloride and the ligand 4-phenyl-2,4-butanedionebenzoylhydrazone(2−) (H2L), derived from benzoyl acetone and benzoyl hydrazide in methanol at room temperature in presence of triethylamine. The syntheses were performed under very mild conditions, at room temperature and without exclusion of air or moisture from the reaction vessel. Previously, rigorous conditions have been considered necessary for these species. The two compounds have been characterised by elemental analysis, IR and 1H, 13C, 15N, 119Sn NMR spectra, and their structures have been confirmed single crystal X-ray structure analysis. The central tin atom of both complexes adopts a distorted trigonal bipyramidal coordination with two ligand oxygen atoms in axial positions, the nitrogen atom of the ligand and two organic groups on tin occupying equatorial sites. 2 has crystallised with two crystallographically independent molecules in the asymmetric unit. The δ(119Sn) values for the complexes 1 and 2 are −151.5 and −146.8 ppm, respectively, thus indicating penta-coordinated tin centres. |
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Keywords: | Crystal structures of diorganotin(IV) complexes Hydrazone ligand 13C/119Sn NMR H H-COSY gs-HMQC and gs-HMBC |
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