Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins

Thorsten Vom Stein, Manuel Peréz, Roman Dobrovetsky, Daniel Winkelhaus, Christopher B. Caputo, Douglas W. Stephan*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The combination of phosphorus(V)-based Lewis acids with diaryl amines and diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair type activation mechanism. FLP hydrogenation: The combination of a phosphorus(V)-based Lewis acid with diaryl amines or diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair (FLP)-type activation mechanism.

Original languageEnglish
Pages (from-to)10178-10182
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number35
DOIs
StatePublished - 1 Aug 2015
Externally publishedYes

Keywords

  • Lewis acids
  • alkenes
  • frustrated Lewis pairs
  • hydrogenation
  • phosphorus

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