Synthesis, characterization, and molecular structures of di- and triorganotin(IV) complexes with 9-anthracenecarboxylic acid: The structural diversity in organotin 9-anthracenecarboxylates

The di- and triorganotin(IV) derivatives of anthracenecarboxylic acid, Ph2MeSnOC(O)C14H9 (2), Me3SnOC(O)C14H9 (3), Me2Sn[OC(O)C14H9]2 · CH3OH (4) Ph3SnOC(O)C14H9 · CH3OH (5), Ph2EtSnOC(O)C14H9 (6), Ph2Sn[OC(O)(C14H9)]2 (7) and PhMe2SnOC(O)C14H9 (8) were synthesized by the reaction of Ph2MeSnI, Me3SnCl, Me2SnCl2, Ph3SnCl, Ph2EtSnI, Ph2SnCl2, and PhMe2SnI with 9-anthracenecarboxylic acid, respectively, with the aid of potassium iso-propoxide. All complexes were characterized by elemental analysis, mass spectrometry, IR, 1H, 13C and 119Sn NMR spectroscopes. The molecular structures of complexes 2, 3 and 4 were determined by single crystal X-ray analysis. The X-ray structures reveal that complex 2 and 3 adopt a polymeric trans-C3SnO2 trigonal bipyamidal configuration with the oxygen atoms occupying axial positions. Complex 4 adopts a monomeric structure with two carboxylates coordinated to tin in a monodentate form from axial and equatorial positions, and with the coordination number raised to five as the methanol occupies the apical position of the trigonal bipyramid.

Graphical abstractThe di- and triorganotin(IV) derivatives of anthracenecarboxylic acid, Ph2MeSnOC(O)C14H9, Me3SnOC(O)C14H9, Me2Sn[OC(O)C14H9]2 · CH3OH, Ph3SnOC(O)C14H9 · CH3OH, Ph2EtSnOC(O)C14H9, Ph2Sn[OC(O)(C14H9)]2, and PhMe2SnOC(O)C14H9 were synthesized by the reaction of Ph2MeSnI, Me3SnCl, Me2SnCl2, Ph3SnCl, Ph2EtSnCl, Ph2SnCl2, and PhMe2SnI with anthracenecarboxylic acid with aid of potassium iso-propoxide.Figure optionsDownload full-size imageDownload as PowerPoint slide