Non-bonded interactions between proximate aryl and polyfluoroaryl rings

Alkynyl trifluoromethyl selenide synthesis via oxidative trifluoromethylselenolation of terminal alkynes

“…[1][2][3][4][5][6][7][8] Among such compounds trifluoromethyl thioethers have attracted a great deal of attention in the past few years owing to their strong electron-withdrawing effects and high lipophilicity. [9][10][11][12] The development of new synthetic routes to trifluoromethyl thioethers thus represents an important area of research in organic chemistry. [13][14][15][16][17][18] Recently, the development of new trifluoromethylthiolating reagents [19][20][21][22][23][24][25][26][27][28][29][30] and transition-metal-catalyzed or -mediated trifluoromethylthiolation has found many applications for assembling aryl and alkyl trifluoromethyl thioethers.…”

Why does Togni's reagent I exist in the high-energy hypervalent iodine form? Re-evaluation of benziodoxole based hypervalent iodine reagents

“…8 The trifluoromethylthio group (-SCF 3 ) could also play a key role, since it is a highly lipophilic substituent 9 and may help small molecules to cross lipid membranes. 10 In 2013, Shen and co-workers reported an effective and versatile trifluoromethylthiolating reagent which was initially thought to be a trifluoromethylthio-substituted hypervalent iodine structure 1 via NMR spectroscopy and elemental analysis. 11 Recently, Buchwald and co-workers revised the structure of this reagent as a thioperoxide structure 2 (Scheme 1).…”

Fluorosulfur Containing PincerPotential Ligands, 1,3-(CH2SRf)2C6H4and 1,2,4,5-(CH2SRf)4C6H2.X-Ray Structure of 1,3-(CH2SC6F5)2C6H4

“…This influence has led to the development of several potent agricultural and therapeutic agents 1 as exemplified in pheromone chemistry, fluorinated retinoids, pyrethroids and enzyme inhibitors. [2][3][4][5][6] On the other hand, an increasing number of academic and industrial groups are working on the design of ligands and homogeneous catalysts containing perfluoroalkyl or -aryl groups and their application in fluorous biphase systems (FBS) catalysis. 7 As a consequence, organofluorine chemistry has seen a flurry of research activity recently and a growing emphasis has been placed on the development and evaluation of new fluorinating reagents, 8 enantioselective synthesis of fluorocarbonyl compounds, 8,9 and the synthesis of fluorinated transition metal complexes.…”