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Issue 7, 2013
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Synthesis and characterization of novel simultaneous C and O-coordinated and nitrate-bridged complexes of silver(I) with carbonyl-stabilized sulfonium ylides and their antibacterial activities

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Abstract

Reaction of sulfonium ylides (Me)2SCHC(O)C6H4R (R = H; m-NO2; p-NO2; p-OMe; p-Me and p-Br) with AgNO3 in dichloromethane leads to various compounds. Single crystal X-ray diffraction analysis reveals that the adducts take 3 forms: (i) two-dimensional polymer, [AgNO3(Me2SCHC(O)C6H5)]n (1), with nitrate bridges in which each nitrate coordinates to three silver atoms through two oxygen atoms and two Me2SCHC(O)C6H5 ligands coordinate to silver centers through carbon atoms; (ii) cationic binuclear, [Ag(Me2SCHC(O)C6H4-m-NO2)2]2(NO3)2·2H2O (2), in which Me2SCHC(O)C6H4-m-NO2 ligands simultaneously coordinate through both carbon and oxygen atoms with nitrate as a counter ion, and (iii) cationic mononuclear and anionic binuclear, [Ag(Me2SCHC(O)C6H4-p-NO2)2]2[{AgNO3(μ-NO3) (Me2SCHC(O)C6H4-p-NO2)}2]·2CH3OH (3), in which nitrate groups act as bridging as well as terminal ligands, and Me2SCHC(O)C6H4-p-NO2 ligands display C-coordination. Characterization of the obtained compounds was also performed by infrared, 1H- and 13C-NMR spectroscopy and analytical data indicated a 1 : 2 stoichiometry between the silver(I) nitrate and ylide p-OMe (4) and 1 : 1 for ylides p-Me (5) and p-Br (6). In addition, the antibacterial effects of DMSO-solutions of complexes 1–6 were evaluated by the agar disc diffusion method against three Gram positive and three Gram negative bacteria. All complexes displayed antibacterial activity against these bacteria, with high levels of inhibitory potency exhibited against the Gram negative species.

Graphical abstract: Synthesis and characterization of novel simultaneous C and O-coordinated and nitrate-bridged complexes of silver(i) with carbonyl-stabilized sulfonium ylides and their antibacterial activities

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Publication details

The article was received on 20 Aug 2012, accepted on 12 Nov 2012 and first published on 12 Nov 2012


Article type: Paper
DOI: 10.1039/C2DT31902K
Citation: Dalton Trans., 2013,42, 2520-2529
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    Synthesis and characterization of novel simultaneous C and O-coordinated and nitrate-bridged complexes of silver(I) with carbonyl-stabilized sulfonium ylides and their antibacterial activities

    S. J. Sabounchei, F. Akhlaghi Bagherjeri, Z. Mozafari, C. Boskovic, R. W. Gable, R. Karamian and M. Asadbegy, Dalton Trans., 2013, 42, 2520
    DOI: 10.1039/C2DT31902K

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