Synthesis and structural characterization of triorganotin(IV)
methoxyacetates: Correlation of ^{13}C CPMAS NMR
spectroscopy with single crystal structure
Affiliations: Department of Chemistry, Shahid Beheshti University,
Tehran, Iran | Department of Chemistry, Tarbiat Modares University,
Tehran | Life Science Group, Scientific Research Division,
National, Synchrotron Radiation Research Center, Hsinchu, Taiwan
Note: [] Corresponding author: Mostafa M. Amini, Department of Chemistry,
Shahid Beheshti University, Tehran, Iran. Tel.: +98 21 22431661; Fax: +96 21
22431663; E-mail: m-pouramini@cc.sbu.ac.ir
Abstract: The triorganotin(IV) derivatives of methoxyacetic acid,
methoxyacetatotriphenyltin(IV) (1), methoxyacetatomethyldiphenyltin(IV)
(2), and methoxyacetatotriphenyltin(IV) (3) were synthesized by the
reaction of methoxyacetic acid with Ph_{3}SnCl,
Ph_{2}MeSnI, and Me_{3}SnCl,
respectively, with the aid of potassium iso-propoxide. Compounds
1–3 were characterized by elemental analysis, mass spectrometry,
infrared spectroscopy (IR), and ^{1}H,
^{13}C, ^{119}Sn NMR, and
^{13}C CPMAS NMR. The molecular structures of the three
complexes were determined by single-crystal X-ray diffraction. Crystallography
shows that all three complexes adopt polymeric
trans-C_{3}SnO_{2} trigonal bipyramidal
structures with the oxygen atoms occupying axial positions. The X-ray
structures reveal two independent, non-symmetric, but essentially identical
molecules in the crystallographic asymmetric unit of 1 and 3, in
which they link to each other by a bridged methoxyacetato ligand. The
^{13}C CPMAS NMR spectroscopy of 1 and 3, with
two sets of signals for the groups linked to tin, is consistent with the two
independent trigonal bipyramids in the asymmetric unit. The prepared compounds
show much higher solubility in ethanol in comparison to acetate
derivatives.
