Transesterification reactions of dimethoxycarbonylethyltin-pyrrolidinodithiocarbamate, [Sn(PDTC)2(CH2CH2COOCH3)2] – Spectroscopic and X-ray structural characterization of new estertin dithiocarbamate complexes – Part I

• Published in: Journal of organometallic chemistry Vol. 832; pp. 57 - 65
• Main Authors: de Morais, B.P., Donnici, C.L., Rodrigues, B.L., de Lima, G.M., Wardell, J.L., Bitzer, R.S.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15-03-2017
• Subjects: Coordination polymer; Estertin; Organotin dithiocarbamate; Structural determination; Estertin; Structural determination; Coordination polymer; Organotin dithiocarbamate
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2016.12.034

The reaction of [Cl2Sn(CH2CH2CO2Me)2] with sodium pyrrolidinodithiocarbamate (NaPDTC) in CHCl3 afforded [Sn(PDTC)2(CH2CH2CO2Me)2], (1). Transesterification reactions of (1) with different alcohols in the presence of dmso yielded [Sn(PDTC)2(CH2CH2CO2Et)2], (2), [Sn(PDTC)2(CH2CH2CO2Pr)2], (3), and [Sn(PDTC)2(CH2CH2CO2Bu)2], (4). All complexes were characterized by elemental analysis, FTIR, and 1H, 13C{1H} and 119Sn{1H} NMR spectroscopy. In addition, the crystal structures of (1), (2) and (4), determined by single-crystal X-ray diffraction, confirmed the presence of two different ester groups in each product, namely a free CO group and a CO⋯Sn chelating system. For (1), (2) and (4), the Sn-C bonds occupy the apical positions of a distorted pentagonal bipyramid, whereas the five equatorial positions are taken by the S donor centres of the unsymmetrically bonded dithiocarbamate ligands and the CO⋯Sn contact. Complexes (1) and (4) display 1D chain networks, while (2) exhibits a 2D supramolecular structure. The supramolecular networks in all complexes are held by intermolecular C-H⋯O and C-H⋯S contacts.
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•Four new estertin-dithiocarbamate complexes, (1)–(4), have been prepared.•Complex (1) derives from the reaction of NaPDTC and [Cl2Sn(CH2CH2COOCH3)2].•Complexes (2)–(4) were isolated from the transesterification of [Sn(PDTC)2(CH2CH2COOCH3)2].•The 2D polymeric network of (1), (2) and (4) is assembled by C-H⋯O and C-H⋯S hydrogen bonds.