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Revisiting the Perfluorinated Trityl Cation
Author(s) -
Delany Eoghan G.,
Kaur Satnam,
Cummings Steven,
Basse Kristoffer,
Wilson David J. D.,
Dutton Jason L.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201806110
Subject(s) - triflic acid , chemistry , trifluoromethanesulfonate , oleum , carbocation , moiety , strong acids , inorganic chemistry , organic chemistry , catalysis
Although ultimately not isolable for X‐ray structural characterization, the free perfluorinated trityl cation was shown to be observable in neat triflic acid, which represents milder conditions than previous reports of this cation in “magic acid” or oleum. A triflate‐bound species could be generated in organic solvents using stoichiometric amounts of triflic acid and was shown to be synthetically viable for hydride abstraction from Et 3 SiH. It was demonstrated that the para ‐position on the ‐C 6 F 5 rings is the primary point of attack for decomposition of the cation.