Efforts to synthesize the trithietanylium ion

Syntheses and Characterization of the MF6-(M = As, Sb) Salts of the Simple Trithietanylium PhCS3+Cation and the Identity of PhCS3Cl

“…The 1 H NMR spectrum (in liquid SO 2 ) was recorded after the sample was kept at room temperature for 12 h (S-Figure 16) and showed 1 (39.4% H), 2 (12.1% H), 12 or 13 (5.0% H) and unidentified compounds (43.5% H). The chemical shifts of 1, 2 and 12 or 13 were 0.14-0.16 ppm less than those observed in the in situ 1 H NMR studies of the 1SbF 6 solution in liquid SO 2 (Table 3). 1 H NMR in an attempted synthesis of 2(AsF 6 ) 2 according to eq 4.…”

“…The chemical shifts of 1, 2 and 12 or 13 were 0.14-0.16 ppm less than those observed in the in situ 1 H NMR studies of the 1SbF 6 solution in liquid SO 2 (Table 3). 1 H NMR in an attempted synthesis of 2(AsF 6 ) 2 according to eq 4.…”

Synthesis and characterization of the heteroaromatic MF6− (M = As, Sb) salts of the 1,2,4-trithiolanylium dication [PhCSSC(Ph)S]2+

“…RCS 3 Cl (R = Ph, p-MeOC 6 H 4 , 1-naphthyl) are known. 2 Therefore the synthesis of RCSSC(R)S(MF 6 ) 2 is likely general, although it may require an R group onto which some of the +2 positive charge on the C 2 S 3 ring can be delocalized. There are many examples of five-and six-membered C-S containing heteroaromatic rings, 3,4 however the only aromatic dication previously reported is 10.…”

“…‡ Filtration of the PhCS 2 H/SCl 2 reaction mixture about 10 min after initial PhCS 2 H addition, followed by immediate removal of solvent in vacuo, gave the soluble product as a mixture of yellow powder and some red sticky material. (Campaine et al2 obtained red sticky oil as the soluble product, as they did not immediately remove the solvent.) The product was reacted with AgSbF 6 according to: [PhCSSC(Ph)S]Cl 2 + 2 AgSbF 6 ?…”

Oxidation of methyl groups in the reaction of sulfur homopolyatomic cations with acetonitrile: formation and crystal structure of the novel trithietanylium ring

“…This reaction is reminiscent of the oxidation of ArCH 3 to ArCO 2 H by strong oxidising reagents. 6 The synthesis of the chloride of 5 (R = Ph) has been claimed, 7 but no structural evidence has been reported. Fused derivatives of 6, Herz salts, are well known, 8 and recently, the X-ray structure of 7 (Appel's salt) was determined.…”