105501-63-1Relevant academic research and scientific papers
Thiocarbonyl Fluoride in the Solvent System Hydrogen Fluoride: Preparation and Reactions of Halogenated Thiocarbenium Ions
Haas, Alois,Wanzke, Wolfgang
, p. 429 - 434 (2007/10/02)
Solvolysis of thiocarbonyl fluorides 1b, c in HF/SbF5 or FSO3H/SbF5 yields dithietane-2-ylium ions 2b, c, respectively.Reactions of 2b, c with the base F in the solvent system HF give the dithietanes 3b, c.The acidity dependance of the formation of 2b, c is demonstrated by gradation of the acidic strength with NbF5 and F(1-).The existence of thioacylium ions 5b, c in solutions of extremely high acidity is concluded from NMR spectroscopic data.The results of the solvolysis reactions are confirmed by thioacylation of the aromatic compounds 6a-d in the HF system leading to trifluoromethyl dithiobenzoates 7a-d.Among the corresponding carbonyl fluorides only 4 exhibits comparable basic properties in superacids.
