2712-34-7Relevant academic research and scientific papers
The organocatalytic synthesis of perfluorophenylsulfides: Via the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates
Cai, Zhihua,Du, Guangfen,He, Lin,Lin, Muze,Luo, Jinyun,Wu, Leifang
supporting information, p. 9237 - 9241 (2021/11/13)
The organic superbase t-Bu-P4-catalyzed direct thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates was developed. Yields of perfluorophenylsulfides of up to 97% under catalysis of 5 mol% t-Bu-P4 were achieved. This method was shown to provide an efficient way to construct the perfluorophenyl-sulfur bond under mild metal-free reaction conditions. This journal is
Palladium(II)/Copper(II)-Catalyzed C–H Sulfidation or Selenation of Arenes Leading to Unsymmetrical Sulfides and Selenides
Nishino, Kota,Tsukahara, Shouya,Ogiwara, Yohei,Sakai, Norio
supporting information, p. 1588 - 1593 (2019/02/09)
A novel palladium(II)/copper(II)-catalyzed sulfidation of the C–H bond in electron-rich arenes and in pentafluorobenzene with disulfides was developed. This catalytic system can be used to efficiently produce various types of either unsymmetrical aryl sulfides or alkyl aryl sulfides. The present protocol could also be applied to the direct preparation of unsymmetrical aryl selenides via C–H selenation.
The thiolation of pentafluorobenzene with disulfides by C-H, C-F bond activation and C-S bond formation
Liu, Zijian,Ouyang, Kunbing,Yang, Nianfa
supporting information, p. 988 - 992 (2018/02/19)
A metal-free thiolation reaction between pentafluorobenzene and disulfides by C-H, C-F bond activation and C-S bond formation is reported. Bisthiolated tetrafluorobenzene derivatives would be prepared in moderate to good yields from pentafluorobenzene and disulfides under mild conditions. A possible mechanism for the reaction was given.
Aerobic copper-catalyzed decarboxylative thiolation
Li, Minghao,Hoover, Jessica M.
supporting information, p. 8733 - 8736 (2016/07/15)
Copper-catalyzed decarboxylative thiolation using molecular oxygen as the sole oxidant was developed. A variety of aromatic carboxylic acids including 2-nitrobenzoic acids, pentafluorobenzoic acid and several heteroaromatic carboxylic acids undergo efficient thiolation to furnish the aryl sulfides in moderate to excellent yields.
Expedient synthesis of tetrafluorophenoxthiines and derivatives by copper(I)-catalyzed cross-coupling reaction
Yu, Chuanming,Hu, Gaobo,Zhang, Cuiling,Wu, Ran,Ye, Haiwei,Yang, Guanghui,Shi, Xiangjun
, p. 33 - 38 (2013/11/06)
In this research, tetrafluorophenoxthiines were successfully synthesized from pentafluorobenzene and aryl thiols or diaryl disulfides in the presence of copper catalyst and ligand by using O2 as the oxidant, t-BuOLi as the base at 100 8C. The ligand (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one (L) played an indispensable role in the reaction. This work contains a notable mode of C-F bond activation, which is in the ortho position to the C-H bond of pentafluorobenzene.
Copper-catalyzed direct thiolation of pentafluorobenzene with diaryl disulfides or aryl thiols by C-H and C-F bond activation
Yu, Chuanming,Zhang, Cuiling,Shi, Xiangjun
experimental part, p. 1953 - 1959 (2012/05/05)
A Cu-catalyzed cross-coupling reaction of diaryl disulfides or aryl thiols with pentafluorobenzene using CuBr as the catalyst, tBuOLi or tBuOK as the base in DMSO at 60 °C under an O2 atmosphere was investigated. The corresponding bisarylthiola
Rhodium-catalyzed interconversion between acid fluorides and thioesters controlled using heteroatom acceptors
Arisawa, Mieko,Yamada, Toru,Yamaguchi, Masahiko
supporting information; experimental part, p. 6090 - 6092 (2011/01/04)
A rhodium complex catalyzed the equilibrium acyl transfer reaction between acid fluorides and thioesters. In the presence of fluoride or thiolate acceptors, the reaction could be shifted to either product. RhH(PPh 3)4-dppe catalyzed the reaction of acid fluorides and diorgano disulfides in the presence of triphenylphosphine giving thioesters, which was accompanied by triphenylphosphine difluoride. The same complex catalyzed the reaction of aryl thioesters and hexafluorobenzene giving acid fluorides, which was accompanied by 1,4-di(arylthio)-2,3,5,6- tetrafluorobenzenes.
LADDER POLYMERS WITH INTRINSIC MICROPOROSITY AND PROCESS FOR PRODUCTION THEREOF
-
Page/Page column 15-16, (2010/05/14)
A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R i
THE THIOLATE ANION AS A NUCLEOPHILE. PART XIV. FURTHER REACTIONS OF TIN(II) ARENETHIOLATES
Jesudason, J. Joseph,Peach, Michael E.
, p. 357 - 362 (2007/10/02)
The reactions of tin(II) benzenethiolate in DMF with hexafluorobenzene, chloropentafluorobenzene and bromopentafluorobenzene have been compared.Replacement of fluorine and chlorine by the phenylthio group and protodebromination were observed.DMF was a better solvent than either ethylene glycol/pyridine mixture (1:2) or diglyme for the reaction.New products have been isolated and characterized from the reactions of tin(II) p-chlorobenzenethiolate with hexafluorobenzene, decafluorobiphenyl, octafluorotoluene and pentafluorobenzyl bromide.
THE THIOLATE ANION AS A NUCLEOPHILE. PART XIII. REACTIONS OF SOME TIN(II) AROMATIC THIOLATES
Hynes, Rosemary C.,Peach, Michael E.
, p. 129 - 134 (2007/10/02)
The reactions of tin(II) benzenethiolate and p-toluenethiolate with various fluoroaromatics in DMF have been studied.Replacement of some of the aromatic fluorines by the thiolate group was observed.The tin(II) aromatic thiolates are comparable in reactivity in these reactions with lead(II) benzenethiolate.All new compound have been characterized by elemental analysis, and NMR (H-1 and F-19) and mass spectroscopy.
