Organotin(IV) azepane dithiocarbamates: Synthesis and characterization of the first organotin(IV) complexes with seven-membered cyclic dithiocarbamates |
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Authors: | Ave María Cotero-Villegas María del Carmen Pérez-Redondo Marcela López-Cardoso Alfredo Toscano |
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Institution: | 1. Facultad de Ciencias Químicas e Ingenierías, Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México;2. avecotero@uaem.mx;4. Centro de Ciencias Químicas, Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México;5. Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México, D.F., México |
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Abstract: | AbstractWe report the synthesis and spectroscopic characterization of the first organotin(IV) complexes with cyclic seven-membered dithiocarbamate ligands: the azepane-1-carbodithioate and the homopiperazine-1,4-bis-carbodithioate with two different organotin entities, di-n-butyltin and tri-cyclohexyltin: (C4H9)2Sn{S2CN(CH2)6}2] (3), (C6H11)3Sn{S2CN(CH2)6}] (4), and (C6H11)3Sn}2 (μ-S2CN(C5H10)NCS2)] (5). Compounds (3–5) are air-stable both in solid-state and in solution, and were characterized by elemental analyses, IR, FAB+–MS, and multinuclear NMR (1H, 13C, and 119Sn) spectroscopy. Their molecular structures were unambiguously established by single-crystal X-ray diffraction studies. The geometrical arrangement around the tin atom can be described as distorted octahedral for (3) and distorted trigonal bipyramid for (4) and (5). The coordination mode for both ligands is considered as asymmetric bidentate, as happens in other organotin(IV) dithiocarbamates. Furthermore, (4) and (5) do not exhibit intermolecular secondary interactions, while (3) presents intermolecular interactions between the tin and a sulfur atom with the reciprocally neighboring molecule, giving rise to a zig-zag polymeric structure. |
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Keywords: | Tin dithiocarbamates organotin complexes azepane azepane-1-carbodithioate seven-membered rings |
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