Fused hexacyclic organotin(IV) compounds derived from 3-[((2-hydroxynaphthalen-1-yl)methylene)amino]naphthalen-2-ol

The ligand E-3-[((2-hydroxynaphthalen-1-yl)methylene)amino]naphthalen-2-ol (H 2 L) and its organotin(IV) complexes (Me)(2)Sn(H2L) (1a), (n-Bu)(2)Sn(H2L) (1b), (Ph)(2) Sn(H2L) (1c), (n-Oct)(2)Sn(H-2 L) (1d), (Cy)(2)Sn(H2L) (1e), and (Me3SiCH2)(2)Sn(H2L) (1f)] have been synthesized in one pot by multicomponent reactions in moderate yields from 2-hydroxy-1-naphthaldehyde, 3-amino-2-naphthol and the corresponding diorganotin(IV) oxide. The complexes were characterized by common spectroscopic techniques such as FT-IR, UV-vis, mass spectrometry and NMR (H-1, C-13 and Sn-119) spectroscopy analysis. Sn-119 NMR spectra showed signals between delta = - 143 to -323 ppm for all compounds, indicating the pentacoordination of the tin atoms in solution. Single X-ray structure of complex 1a show a distorted octahedral geometry for tin atoms because of the presence of intermolecular Sn center dot center dot center dot O interactions. 1D polymeric structures are formed by C-H center dot center dot center dot O and C-H center dot center dot center dot pi interactions in solid state. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

The ligand H 2 L and its organotin(IV) complexes were synthesized in one pot and characterized by spectroscopic techniques, showing pentacoordination of tin atoms in solution and forming 1D polymeric structures in the solid state.