123524-58-3Relevant academic research and scientific papers
Iron-catalyzed electrochemical C-H perfluoroalkylation of arenes
Khrizanforov, Mikhail,Strekalova, Sofia,Khrizanforova, Vera,Grinenko, Valeriya,Kholin, Kirill,Kadirov, Marsil,Burganov, Timur,Gubaidullin, Aidar,Gryaznova, Tatyana,Sinyashin, Oleg,Xu, Long,Vicic, David A.,Budnikova, Yulia
supporting information, p. 19674 - 19681 (2015/11/27)
A new iron-catalyzed reaction for the coupling of perfluoroalkyl iodides (RFI) with aromatic substrates is described. The perfluoroalkylated arene products are obtained in good to excellent yields in the presence of a [(bpy)Fe(ii)] catalyst (10
Redox system for perfluoroalkylation of arenes and α-methylstyrene derivatives using titanium oxide as photocatalyst
Iizuka, Mari,Yoshida, Masato
experimental part, p. 926 - 932 (2010/01/15)
Photoirradiation of titanium oxide (TiO2) excites the electrons from the valence band to the conduction band, leaving holes in the valence band. Using these holes and electrons, it is possible to perform one-electron oxidations and reductions. We developed a method for the photocatalytic perfluoroalkylation of aromatic rings such as benzene and its derivatives, naphthalene and benzofuran with perfluoroalkyl iodide by the combination of reduction and oxidation reactions with TiO2. Perfluoroalkyl iodide was reduced to a perfluoroalkyl radical by the excited electrons in the conduction band of TiO2, and the resulting radical reacted with an aromatic ring to form an arenium radical that was successively oxidized to a cation by the holes in the valence band of TiO2. Similarly, the photocatalytic reaction of α-methylstyrene with perfluoroalkyl iodide afforded perfluoroalkylated α-methylstyrene, in which the perfluoroalkyl group is on a methyl carbon.
Direct Perfluoroalkylation of Aromatic and Heteroaromatic Compounds with Perfluoroalkanesulfonyl Chlorides Catalysed by a Ruthenium(II) Phosphine Complex
Kamigata, Nobumasa,Ohtsuka, Takeshi,Fukushima, Takamasa,Yoshida, Masato,Shimizu, Toshio
, p. 1339 - 1346 (2007/10/02)
The perfluoroalkylation of aromatic and heteroaromatic compounds by perfluoroalkanesulfonyl chlorides 1 has been investigated in the presence of a ruthenium(II) phosphine complex.The reaction of compounds 1 with substituted benzenes or thiophenes proceeded smoothly with extrusion of sulfur dioxide at 120 deg C to give corresponding perfluoroalkylated compounds in good yield.No expected perfluoroalkylated product was obtained in the reaction of compounds 1 with pyrrole; however, 1-trimethylsilyl- and 1-triisopropylsilyl-pyrrole were regioselectively perfluoroalkylated at their 2- and 3-position, respectively.
Reactions of Perfluoroalkanesulfonyl Chlorides with Aromatic Compounds Catalyzed by a Ruthenium(II) Complex
Kamigata, Nobumasa,Fukushima, Takamasa,Yoshida, Masato
, p. 649 - 650 (2007/10/02)
The reactions of perfluoroalkanesulfonyl chlorides with aromatic compounds in the presence of a catalytic amount of dichlorotris(triphenylphosphine)ruthenium(II) were found to give perfluoroalkylated compounds in good yield.
