Synthesis, Characterization, and Semi-Empirical Study of Organotin(IV) Complexes with 4-(Hydroxymethyl)piperidine-1-carbodithioic Acid: X-Ray Structure of Chlorodimethyl-(4-hydroxymethyl piperidine-1-carbodithioato-S,S′)tin(IV)

Abstract

Organotin complexes with the general formulae R2SnL2, R2Sn(Cl)L, and R3SnL have been synthesized where R = CH3, n-C4H6, C6H5, C6H11, and L = 4-(hydroxy methyl)piperidine-1-carbodithioic acid. The newly synthesized complexes have been characterized by elemental analysis, IR, NMR (1H, 13C and 119Sn), and, for one example, a single crystal x-ray structure. The FT-IR data shows the bidentate nature of the ligand. This coordination behavior is also confirmed by semi-empirical study. In the solid state, diorganotin complexes exhibit the penta/hexacoordinated geometry, whereas the triorganotin(IV) complexes show the five coordinated geometry. 119Sn NMR data reveal that triorganotin(IV) complexes exhibit the four coordinated geometry in solution, whereas the diorganotin(IV) compounds show the higher coordination, probably five or six. X-ray diffraction analysis of complex (2) shows a square pyramidal geometry around the tin atom on the basis of τ value.Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.GRAPHICAL ABSTRACT