title: 1,1,3,3-Tetratriflylpropene (TTP): A Strong, Allylic C-H Acid for Brønsted and Lewis Acid Catalysis.
abstract: Tetratrifylpropene (TTP) has been developed as a highly acidic, allylic C-H acid for Brønsted and Lewis acid catalysis. It can readily be obtained in two steps and consistently shows exceptional catalytic activities for Mukaiyama aldol, Hosomi-Sakurai, and Friedel-Crafts acylation reactions. X-ray analyses of TTP and its salts confirm its designed, allylic structure, in which the negative charge is delocalized over four triflyl groups. NMR experiments, acidity measurements, and theoretical investigations provide further insights to rationalize the remarkable reactivity of TTP.
authors.affiliation: Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
authors.forename: Denis
authors.initials: D
authors.lastname: Höfler
authors.affiliation: Westfälische Wilhelms-Universität Münster, Correnstrasse 40, 48149, Münster, Germany.
authors.forename: Manuel
authors.initials: M
authors.lastname: van Gemmeren
authors.affiliation: Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
authors.forename: Petra
authors.initials: P
authors.lastname: Wedemann
authors.affiliation: University of Tartu, Institute of Chemistry, Ravila 14a, Tartu, 50411, Estonia.
authors.forename: Karl
authors.initials: K
authors.lastname: Kaupmees
authors.affiliation: University of Tartu, Institute of Chemistry, Ravila 14a, Tartu, 50411, Estonia.
authors.forename: Ivo
authors.initials: I
authors.lastname: Leito
authors.affiliation: Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
authors.forename: Markus
authors.initials: M
authors.lastname: Leutzsch
authors.affiliation: Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
authors.forename: Julia B
authors.initials: JB
authors.lastname: Lingnau
authors.affiliation: Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
authors.forename: Benjamin
authors.initials: B
authors.lastname: List
keywords: Brønsted acids; Lewis acids; allylic C-H acids; strong acids; tetratriflylpropene