TY - JOUR
T1 - Effect of weak sulfur...C(π) interactions, and hydrogen bonds in supramolecular association of chlorodiphenyltin(IV) dithiocarbamate complexes
T2 - Study of their stability in solution
AU - Tlahuext-Aca, Adrian
AU - Medrano, Felipe
AU - Tlahuext, Hugo
AU - Román-Bravo, Perla
AU - Godoy-Alcántar, Carolina
N1 - Funding Information:
The authors thank CONACyT for financial support through projects SEP-2004-C01-47347and CB2010-158098. C.G.A. thanks CONACyT project 60747.
PY - 2012/2/9
Y1 - 2012/2/9
N2 - Five new chlorodiorganotin(IV) complexes derived from dithiocarbamate ligands have been prepared and structurally characterized. The complexes 1-5 with the general formula {(Ph 2SnCl)dtc} (dtc = R 1R 2NCS 2 -; 1, R 1 = Bn, R 2 = 9-anthrylmethyl; 2, R 1 = Bn, R 2 = 9-phenanthrylmethyl; 3, R 1 = Bn, R 2 = 1-pyrenylmethyl; 4, R 1 = 1-naphthylmethyl, R 2 = 1-pyrenylmethyl; 5, R 1 = R 2 = 1-pyrenylmethyl) have been obtained from Ph 2SnCl 2 and the sodium dithiocarbamate salts of benzyl(9-anthrylmethyl) amine, benzyl(9-phenanthrylmethyl)amine, benzyl(1-pyrenylmethyl)amine, 1-naphthylmethyl(1-pyrenylmethyl)amine and di(1-pyrenylmethyl)amine. Compounds 1-5 have been analyzed as far as possible by elemental analysis, FAB + mass spectrometry, IR, UV-Vis, fluorescence and NMR ( 1H, 13C, 119Sn) spectroscopy, and single-crystal X-ray diffraction analysis (1-3). The solid-state and solution studies showed that the dtc ligands are coordinated to the tin atoms in the anisobidentate manner. In all cases the metal centers are five-coordinate. The coordination geometry is intermediate between square-pyramidal and trigonal-bipyramidal coordination polyhedra with τ-values in the range of 0.49-0.55. The crystal structures show the presence of C-H⋯Cl, C-H⋯S, C-H⋯π, offset π-π and S⋯π contacts. The stability of the (Ph 2SnCl)dtc complexes in the presence of the acetate anion has been examined in acetonitrile solutions. For all of these organotin(IV) complexes the displacement of the coordinated ligands (i.e., chloride and dtc) by the acetate anion was observed. The lability, as well as their intrinsic fluorescent properties of the polyaromatic moieties in these (Ph 2SnCl)dtc compounds make them interesting candidates to detect the presence of O-donor anions at very low concentrations by displacement of the metal-coordinated dtc.
AB - Five new chlorodiorganotin(IV) complexes derived from dithiocarbamate ligands have been prepared and structurally characterized. The complexes 1-5 with the general formula {(Ph 2SnCl)dtc} (dtc = R 1R 2NCS 2 -; 1, R 1 = Bn, R 2 = 9-anthrylmethyl; 2, R 1 = Bn, R 2 = 9-phenanthrylmethyl; 3, R 1 = Bn, R 2 = 1-pyrenylmethyl; 4, R 1 = 1-naphthylmethyl, R 2 = 1-pyrenylmethyl; 5, R 1 = R 2 = 1-pyrenylmethyl) have been obtained from Ph 2SnCl 2 and the sodium dithiocarbamate salts of benzyl(9-anthrylmethyl) amine, benzyl(9-phenanthrylmethyl)amine, benzyl(1-pyrenylmethyl)amine, 1-naphthylmethyl(1-pyrenylmethyl)amine and di(1-pyrenylmethyl)amine. Compounds 1-5 have been analyzed as far as possible by elemental analysis, FAB + mass spectrometry, IR, UV-Vis, fluorescence and NMR ( 1H, 13C, 119Sn) spectroscopy, and single-crystal X-ray diffraction analysis (1-3). The solid-state and solution studies showed that the dtc ligands are coordinated to the tin atoms in the anisobidentate manner. In all cases the metal centers are five-coordinate. The coordination geometry is intermediate between square-pyramidal and trigonal-bipyramidal coordination polyhedra with τ-values in the range of 0.49-0.55. The crystal structures show the presence of C-H⋯Cl, C-H⋯S, C-H⋯π, offset π-π and S⋯π contacts. The stability of the (Ph 2SnCl)dtc complexes in the presence of the acetate anion has been examined in acetonitrile solutions. For all of these organotin(IV) complexes the displacement of the coordinated ligands (i.e., chloride and dtc) by the acetate anion was observed. The lability, as well as their intrinsic fluorescent properties of the polyaromatic moieties in these (Ph 2SnCl)dtc compounds make them interesting candidates to detect the presence of O-donor anions at very low concentrations by displacement of the metal-coordinated dtc.
KW - Anion binding
KW - Dithiocarbamate
KW - Ligand-exchange
KW - Organotin complexes
KW - Supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=84855858144&partnerID=8YFLogxK
U2 - 10.1016/j.poly.2011.11.022
DO - 10.1016/j.poly.2011.11.022
M3 - Artículo
AN - SCOPUS:84855858144
SN - 0277-5387
VL - 33
SP - 223
EP - 234
JO - Polyhedron
JF - Polyhedron
IS - 1
ER -