Synthesis and characterization of stannacyclododecane-yl-dithiocarbamates

Thirteen new stannacyclododecane dithiocarbamate complexes have been prepared by reacting 12-chloro-12-n-butyl-1,11-dioxa-4,8-dithia-12-stannacyclododecane (1) and 12-chloro-12-n-butyl-1,4,8,11-tetrathia-12-stannacyclododecane (2) with pyrrolidine-, morpholine-, thiomorpholine-, piperidine-, piperazinebis-, and 3-pyrroline-carbodithioates, respectively, as well as with diethyl-dithiocarbamate. All complexes were characterized by elemental analyses, IR, EI-MS, and NMR (1H, 13C, and 119Sn) studies. The spectroscopic data suggest the replacement of the chlorides by the corresponding dithiocarbamates with monodentate coordination, leading to six-coordinate tin atoms in all the cases.

[1]  K. S. Siddiqi,et al.  Mononuclear indolyldithiocarbamates of SnCl4 and R2SnCl2: Spectroscopic, thermal characterizations and cytotoxicity assays in vitro , 2008 .

[2]  S. Jurisson,et al.  Rhodium(III) Complexes with Acyclic Tetrathioether Ligands. Effects of Backbone Chain Length on the Conformation of the Rh(III) Complex , 1996 .

[3]  S. Hernández-Ortega,et al.  The relationship between transannular secondary bonding strength and conformation in diphenyldithiophosphinate stibocanes X(CH2CH2S)2SbS2PPh2 (X = O, S) , 1996 .

[4]  S. Hernández-Ortega,et al.  On the 5-thia-(substituted)-1-oxa-4,6-dithia-5-stibocanes. Synthesis and characterization of O(CH2CH2S)2SbS2P(OC2H5)2 and crystal and molecular structure of (CH2CH2S)2SbSCH2CH2OCH2CH2SSb(SCH2CH2)2O, a compound with two different eight-membered ring conformations , 1995 .

[5]  T. Birchall,et al.  Tin-119, phosphorus-31, carbon-13 and proton nuclear magnetic resonance and Mössbauer studies of mono-, di- and tri-organotin(IV) dialkyldithiophosphates , 1985 .

[6]  V. Jain,et al.  The stereochemistry of organotin(IV) oxinates in solution: TIN-119 nuclear magnetic resonance study of triorganotin(IV) oxinates , 1983 .

[7]  J. Otera,et al.  119Sn Chemical Shifts in five- and six-coordinate organotin chelates , 1981 .

[8]  R. Ugo,et al.  Organotin(IV) N,N-disubstituted dithiocarbamates , 1967 .

[9]  R. Cea‐Olivares,et al.  Synthesis and characterization of two novel tin(IV) compounds containing 12‐membered metallarings , 2004 .

[10]  S. Hernández-Ortega,et al.  Conformational Trends and Intermolecular Associations in Dialkyldithiophosphinate stibocanes X(CH2CH2S)2SbS2PR2 (X = O, S; R = Me, Et) , 1997 .

[11]  S. Hernández-Ortega,et al.  Conformational trends in arsocane dithiophosphinates X(CH2CH2S)2AsS2PR2(X = O or S; R = Me, Et or Ph) , 1996 .

[12]  Peter J. Smith,et al.  Chemical Shifts of 119Sn Nuclei in Organotin Compounds , 1978 .

[13]  H. Randall,et al.  Infrared determination of organic structures , 1949 .