22230-28-0Relevant articles and documents
A new synthesis of trifluoromethanethiolates - Characterization and properties of tetramethylammonium, cesium and di(benzo-15-crown-5)cesium trifluoromethanethiolates
Tyrra, Wieland,Naumann, Dieter,Hoge, Berthold,Yagupolskii, Yurii L.
, p. 101 - 107 (2003)
[NMe4]SCF3, CsSCF3 and [(B-15-C-5)2Cs]SCF3 (B-15-C-5: benzo-15-crown-5) are formed from reactions of the corresponding fluorides, trimethyl(trifluoromethyl)silane, Me3SiCF3, and elemental sulfur in glyme or THF. All compounds are colorless to pale ochre solids decomposing significantly above ambient temperature. Excellent agreement between experimental and theoretical vibrational frequencies, calculated at the B3PW91 level of theory, impressively confirms the salt-like nature of [NMe4]SCF3. The properties of the title compounds as nucleophilic SCF3 transfer reagents were checked with a variety of organic, organometallic and inorganic compounds.
Trifluoromethylthiolation of aromatic substrates using thiophosgene - fluoride salt reagents, and formation of byproducts with multi-carbon chains
Tavener, Stewart J.,Adams, Dave J.,Clark, James H.
, p. 171 - 176 (1999)
Reaction of potassium fluoride or tetramethylammonium fluoride with thiophosgene leads to the formation of a nucleophilic source of trifluoromethanethiolate, suitable for the preparation of trifluoromethyl aryl sulfides from activated haloaromatics. Analy
The preparation of trifluoromethyl aryl sulfides using KF and thiophosgene
Clark, James H.,Tavener, Stewart J.
, p. 169 - 172 (2007/10/03)
The trifluoromethanethiolate anion may be generated in situ by the reaction of thiophosgene with potassium fluoride in acetonitrile. This system is used to prepare trifluoromethyl aryl sulfides from activated fluoro- and chloroaromatic substrates via nucleophilic substitution.
