Air- and water-stable Lewis acids: Synthesis and reactivity of P-trifluoromethyl electrophilic phosphonium cations

V. Fasano, J. H.W. LaFortune, J. M. Bayne, M. J. Ingleson*, D. W. Stephan

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

23 Citations (Scopus)

Abstract

A new class of electrophilic phosphonium cations (EPCs) containing a -CF3 group attached to the phosphorus(v) center is readily accessible in high yields, via a scalable process. These species are stable to air, water, alcohol and strong Brønsted acid, even at raised temperatures. Thus, P-CF3 EPCs are more robust than previously reported EPCs containing P-X moieties (X = F, Cl, OR), and despite their reduced Lewis acidity they function as Lewis acid catalysts without requiring anhydrous reaction conditions.

Original languageEnglish
Pages (from-to)662-665
Number of pages4
JournalChemical Communications
Volume54
Issue number6
Early online date21 Dec 2017
DOIs
Publication statusPublished - 1 Jan 2018

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