Synthesis of a Perfluorinated Phenoxyphosphorane and Conversion to its Hexacoordinate Anions.

08:00 EDT 8th April 2019 | BioPortfolio

Summary of "Synthesis of a Perfluorinated Phenoxyphosphorane and Conversion to its Hexacoordinate Anions."

We report the synthesis and structural characterization of a neutral P(V) Lewis acid, P(OC6F5)5, and salts containing the six-coordinate anions, [P(OC6F5)5F]- and [P(OC6F5)6]-. The latter anion exhibits a rare example of F-π(arene) interactions in both the solid and the solution phase as studied quantitatively by variable temperature NMR spectroscopy. The Lewis acid strength of P(OC6F5)5 was assessed using experimental fluoride ion competition experiments and quantum-chemical calculations of its fluoride ion affinity (FIA) and global electrophilicity index (GEI). Our findings highlight the importance of considering solvent effects in electrophilicity even when neutral Lewis acids are involved. They also show a rare divergence between FIA and GEI trends. The coordinating ability of the [P(OC6F5)6]- and [P(OC6F5)5F]- anions was assessed towards the trityl cation as a prototypical electrophile.


Journal Details

This article was published in the following journal.

Name: Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765


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