| Literature DB >> 28004482 |
Denis Höfler1, Manuel van Gemmeren2, Petra Wedemann1, Karl Kaupmees3, Ivo Leito3, Markus Leutzsch1, Julia B Lingnau1, Benjamin List1.
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.Entities:
Keywords: Brønsted acids; Lewis acids; allylic C-H acids; strong acids; tetratriflylpropene
Year: 2016 PMID： 28004482 DOI： 10.1002/anie.201609923
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336