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Diorganotin(IV) complexes of polyaromatic azo‐azomethine ligand derived from salicylaldehyde and ortho ‐aminophenol: Synthesis, characterization, and molecular structures

Diorganotin(IV) complexes of polyaromatic azo‐azomethine ligand derived from salicylaldehyde and... The diorganotin(IV) complexes of methyl 2‐{4‐hydroxy‐3‐((2‐hydroxy‐phenylimino)‐methyl)‐phenylazo}‐benzoate (H2L) were obtained by the reaction of ortho‐aminophenol, R2SnO (R = Me, nBu, or Ph) and methyl 2‐((E)‐(3‐formyl‐4‐hydroxy)diazenyl)benzoate (H2PL2) in ethanol, which led to diorganotin(IV) compounds of composition (Me2SnL)2 (1), nBu2SnL (2), and Ph2SnL (3) in good yield. The 1H, 13C, and 119Sn NMR, IR, the mass spectrometry along with elemental analyses allowed establishing the structure of ligand (H2L) and compounds 1–3. In all the three cases, 119Sn chemical shifts are indicators of five‐coordinated Sn atoms in a solution state. The crystal structures of ligand H2L and complexes 1 and 2 were determined by a single crystal X‐ray diffraction study. In the solid state, the ligand H2L exists as a keto‐enamine tautomeric form. The molecular structure of complex 1 in the solid state shows a distorted octahedral geometry around a tin atom due to additional coordination with an oxygen atom from a neighboring molecule leading to a four‐membered ring with Sn‐O···Sn‐O intermolecular coordination, leading to a dimeric species. On the other hand, complex 2 is a monomer with trigonal bipyramidal geometry surrounding the tin atom. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 23:457–465, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21037 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Diorganotin(IV) complexes of polyaromatic azo‐azomethine ligand derived from salicylaldehyde and ortho ‐aminophenol: Synthesis, characterization, and molecular structures

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References (28)

Publisher
Wiley
Copyright
Copyright © 2012 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.21037
Publisher site
See Article on Publisher Site

Abstract

The diorganotin(IV) complexes of methyl 2‐{4‐hydroxy‐3‐((2‐hydroxy‐phenylimino)‐methyl)‐phenylazo}‐benzoate (H2L) were obtained by the reaction of ortho‐aminophenol, R2SnO (R = Me, nBu, or Ph) and methyl 2‐((E)‐(3‐formyl‐4‐hydroxy)diazenyl)benzoate (H2PL2) in ethanol, which led to diorganotin(IV) compounds of composition (Me2SnL)2 (1), nBu2SnL (2), and Ph2SnL (3) in good yield. The 1H, 13C, and 119Sn NMR, IR, the mass spectrometry along with elemental analyses allowed establishing the structure of ligand (H2L) and compounds 1–3. In all the three cases, 119Sn chemical shifts are indicators of five‐coordinated Sn atoms in a solution state. The crystal structures of ligand H2L and complexes 1 and 2 were determined by a single crystal X‐ray diffraction study. In the solid state, the ligand H2L exists as a keto‐enamine tautomeric form. The molecular structure of complex 1 in the solid state shows a distorted octahedral geometry around a tin atom due to additional coordination with an oxygen atom from a neighboring molecule leading to a four‐membered ring with Sn‐O···Sn‐O intermolecular coordination, leading to a dimeric species. On the other hand, complex 2 is a monomer with trigonal bipyramidal geometry surrounding the tin atom. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 23:457–465, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21037

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2012

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