Thiocarbamoylbenzimidophenylselenide and -telluride and their reactions with metal ions

Thiocarbamoylbenzimidophenylselenide and -telluride have been prepared from N-[N',N'-methylphenylamino(thiocarbonyl)]benzimidoyl chloride and the in situ-prepared phenylselenolate or -tellurolate, and their structures have been determined by X-ray diffraction. The air-stable compounds react with metal ions such as HgCl2, PdCl2 or Pd(acetate)2 under cleavage of their C=N or C-Se/Te bonds. The decomposition fragments react with the transition metal ions under formation of stable products such as [HgCl(SePh)](infinity), (3-methylphenylamino-5-phenyl-1,2,4-dithiazolium)(2)[HgCl4], [Pd(MePhbtu)(2)] (HMePhbtu = N-methyl-N-phenyl-N'-benzoylthiourea) or [Pd(MePhtu)(4)]Cl-2 (MePhtu = N-methyl-N-phenylthiourea). The products have been isolated in crystalline form and characterized spectroscopically and by X-ray structure analysis. (C) 2014 Elsevier Ltd. All rights reserved.