85180-87-6Relevant academic research and scientific papers
Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of "super-trifluoromethyl" arene chemistry and its industry
Umemoto, Teruo,Garrick, Lloyd M.,Saito, Norimichi
supporting information; experimental part, p. 461 - 471 (2012/07/01)
Various arylsulfur pentafluorides, ArSF5, have long been desired in both academic and industrial areas, and ArSF5 compounds have attracted considerable interest in many areas such as medicines, agrochemicals, and other new materials, since the highly stable SF5 group is considered a "super-trifluoromethyl group" due to its significantly higher electronegativity and lipophilicity. This article describes the first practical method for the production of various arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides), from the corresponding diaryl disulfides or aryl thiols. The method consists of two steps: (Step 1) treatment of a diaryl disulfide or an aryl thiol with chlorine in the presence of an alkali metal fluoride, and (step 2) treatment of the resulting arylsulfur chlorotetrafluoride with a fluoride source, such as ZnF2, HF, and Sb(III/V) fluorides. The intermediate arylsulfur chlorotetrafluorides were isolated by distillation or recrystallization and characterized. The aspects of these new reactions are revealed and reaction mechanisms are discussed. As the method offers considerable improvement over previous methods in cost, yield, practicality, applicability, and large-scale production, the new processes described here can be employed as the first practical methods for the economical production of various arylsulfur pentafluorides and their higher homologues, which could then open up a new era of "super-trifluoromethyl" arene chemistry and its applications in many areas.
Highly fluorinated benzobisbenzothiophenes
Wang, Yongfeng,Parkin, Sean R.,Gierschner, Johannes,Watson, Mark D.
scheme or table, p. 3307 - 3310 (2009/05/11)
(Figure Presented) Expedient, facile syntheses of highly fluorinated benzobisbenzothiophenes (BBBT) are reported. Defined peripheral arrangements of sulfur and fluorine atoms lead to extensive crystalline networks of edge-to-edge S-F close contacts. The e
THE THIOLATE ANION AS A NUCLEOPHILE PART XI. EFFECT OF THE SIZE OF THE NUCLEOPHILE
Crowell, Thomas R.,Peach, Michael E.
, p. 469 - 478 (2007/10/02)
The nuclepohilic substitution reactions of some simple fluorobenzenes, C6H6-xFx with sodium methanethiolates Na+SR- (R = Et, i-Pr, t-Bu) have been studied.Some fully substituted products, C6H6-x(SR)x, could be obtained in DMF as solv
