- The organocatalytic synthesis of perfluorophenylsulfides: Via the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates
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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
- Cai, Zhihua,Du, Guangfen,He, Lin,Lin, Muze,Luo, Jinyun,Wu, Leifang
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supporting information
p. 9237 - 9241
(2021/11/13)
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- Visible-Light-Mediated Organocatalyzed Thiol-Ene Reaction Initiated by a Proton-Coupled Electron Transfer
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A convenient method for performing a thiol-ene reaction is described. The reaction is performed under blue-light irradiation and catalyzed by photoactive Lewis basic molecules such as acridine orange or naphthalene-fused N-acylbenzimidazole. It is believed that the process is initiated by a proton-coupled electron transfer process within the complex between the thiol and the Lewis basic catalyst.
- Levin, Vitalij V.,Dilman, Alexander D.
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p. 8337 - 8343
(2019/06/27)
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- EVIDENCE FOR INTRAMOLECULAR CYCLOADDITION PROCESS IN THE PHOTO-CLAISEN REARRANGEMENT
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Photoreaction of pentafluorophenyl-prop-2-enyl ether in cyclohexane at λ=253.7 nm resulted in intramolecular cycloaddition, forming 2,3,4,5,6-pentafluoro-1,8-epoximethano bicycloocta-2,4-diene, while a similar reaction of the thio analogue led to C - S bond cleavage.
- Sket, Boris,Zupancic, Natasa,Zupan, Marko
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p. 753 - 754
(2007/10/02)
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- Free-Radical Reactions of Fluoroalkanesulfenyl Halides. 4. Reactions of Perfluoroalkane- and Pentafluorobenzenesulfenyl Chlorides with Hydrocarbons in the Presence of Fluorinated Disulfides
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Free-radical reactions of perfluoroalkanesulfenyl chlorides and pentafluorobenzenesulfenyl chloride with cyclohexane and toluene were carried out in the presence of bis(perfluoroalkyl) disulfides and bis(pentaflurophenyl)disulfide to assess the competition between the disulfide and the sulfenyl chloride for reaction with hydrocarbon radicals.With added bis(perfluoroalkyl) disulfides, radical attack occurs only on the sulfenyl chloride, but with added bis(pentafluorophenyl) disulfide, attack occurs on both sulfenyl chloride and disulfide.
- Harris, J. F.
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p. 268 - 271
(2007/10/02)
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