13835-88-6Relevant articles and documents
Photoredox-Catalyzed C-F Bond Allylation of Perfluoroalkylarenes at the Benzylic Position
Sugihara, Naoki,Suzuki, Kensuke,Nishimoto, Yoshihiro,Yasuda, Makoto
supporting information, p. 9308 - 9313 (2021/06/28)
Site-selective and direct C-F bond transformation of perfluoroalkylarenes was achieved with allylic stannanes via an iridium photoredox catalyst system. The present defluoroallylation proceeds exclusively at the benzylic position through perfluoroalkyl radicals generated by a single-electron transfer from an excited photoredox catalyst to perfluoroalkylarenes. A variety of perfluoroalkyl groups are applicable: linear perfluoroalkyl-substituted arenes such as Ar-nC4F9and Ar-nC6F13and heptafluoroisopropylarenes (Ar-CF(CF3)2) underwent site-selective defluoroallylation. DFT calculation studies revealed that thein situgenerated Bu3SnF traps F-to prevent a retroreaction from the unstable perfluoroalkyl radical intermediate, and the radical intermediate favorably reacts with allylic stannanes. The synthesis of a bis(trifluoromethyl)methylene unit containing compound, which is an analog that is useful as a pharmaceutical agent for the prophylaxis or treatment of diabetes and inflammatory diseases, demonstrated the utility of this reaction.
LIQUID CRYSTALS CONTAINING FLUORINE. IX. 4-CYANOPHENYL 4-(PERFLUOROALKYL)BENZOATES AND TRANS-4-(PERFLUOROALKYL)CYCLOHEXANECARBOXYLATES
Fialkov, Yu. A.,Zalesskaya, I. M.,Yagupol'skii, L. M.
, p. 1781 - 1787 (2007/10/02)
By hydrogenation of 4-(perfluoroalkyl)benzoic esters at platinum and subsequent hydrolysis cis- and trans-4-(perfluoroalkyl)cyclohexanecarboxylic acids were obtained.A convenient method was foun for the isolation of the trans isopmers. 4-Phenyl esters of
