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Issue 61, 2019
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P(v) dications: carbon-based Lewis acid initiators for hydrodefluorination

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Abstract

The P(III) dication [(terpy)PPh]2+ is oxidized by reaction with o-chloranil or 9,10-phenanthrenequinone to give the P(V) dications [(terpy)(C6Cl4O2)PPh]2+ and [(terpy)(C14H8O2)PPh]2+, respectively. These species are coordinatively saturated at phosphorus and yet display the ability to effect Lewis acid initiation of hydrodefluorination of fluoroalkanes. Experimental and computational data support the notion that the P(V) dications are Lewis acidic at the para-carbon of the central ring of the terpy ligand.

Graphical abstract: P(v) dications: carbon-based Lewis acid initiators for hydrodefluorination

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Supplementary files

Article information


Submitted
24 May 2019
Accepted
03 Jul 2019
First published
03 Jul 2019

Chem. Commun., 2019,55, 8971-8974
Article type
Communication

P(V) dications: carbon-based Lewis acid initiators for hydrodefluorination

A. E. Waked, S. S. Chitnis and D. W. Stephan, Chem. Commun., 2019, 55, 8971
DOI: 10.1039/C9CC04010B

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