Abstract

Dithiocyanogen (SCN) 2 reacts with hexafluoroacetone (HFA) without cleavage of the SS bond, leading to the formation of the cycloaddition product [-S CNC(CF 3) 2OC(CF 3) 2O ] 2 1. 1 can be cleaved at the SS bond by elemental chlorine to give the sulfenic acid chloride which easily undergoes substitution reactions with lithium salts and Me 3Si- compounds under elimination of LiCl and Me 3SiCl, respectively. Reactions with nBuLi, (cyclohexyl) 2NLi, (Me 3Si) 2NLi and Me 3SiCN are reported. Cycloaddition also takes place by reaction of HFA with S(SCN) 2, Hg(SCN) 2, P(NCS) 3 and As(NCS) 3. Reaction of Hg(SCN) 2·4 HFA with CF 3SCl, ClSC 2F 4SCl and Br 2 leads under elimination of mercury halide to various disulfenes. Treating Hg(SCN) 2·4 HFA or Hg(CN) 2·4 HFA with Ph 2PCl results in the formation of bicyclic phosphoranes. The products of the reaction of HFA with Me 3SiCN are discussed. The reaction of NWCl 3 with HFA is investigated. In the presence of Ph 4AsCl the new crystalline compound (Ph 4As) 2 [Cl 5WNC (CF 3) 2NWCl 5] is formed. The two tungsten atoms are linked through a nitrogen-carbon-nitrogen bridge. X-ray structure analyses of various compounds are reported.

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