Axially Chiral, Electrophilic Fluorophosphonium Cations: Synthesis, Lewis Acidity, and Reactivity in the Hydrosilylation of Ketones

Axially chiral [(C6F5)3PF]­[B­(C6F5)4] analogues based on dihydrophosphepines with a binaphthyl backbone were prepared and structurally characterized by X-ray diffraction analysis. Computational calculations of FIA and GEI values attest that these new fluorophosphonium cations have a higher Lewis ac...

Full description

Saved in:
Bibliographic Details
Published in:Organometallics 2019-02, Vol.38 (3), p.712-721
Main Authors: Süsse, Lars, LaFortune, James H. W, Stephan, Douglas W, Oestreich, Martin
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Axially chiral [(C6F5)3PF]­[B­(C6F5)4] analogues based on dihydrophosphepines with a binaphthyl backbone were prepared and structurally characterized by X-ray diffraction analysis. Computational calculations of FIA and GEI values attest that these new fluorophosphonium cations have a higher Lewis acidity compared to the ubiquitous B­(C6F5)3. Furthermore, application of these highly electrophilic compounds in the catalytic hydrosilylation of ketones and an investigation of the mechanism lead to a refined picture of the role of highly electrophilic fluorophosphonium cations.
ISSN:0276-7333
1520-6041
DOI:10.1021/acs.organomet.8b00912