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Issue 73, 2016

Increasing the Brønsted acidity of Ph2PO2H by the Lewis acid B(C6F5)3. Formation of an eight-membered boraphosphinate ring [Ph2POB(C6F5)2O]2

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Abstract

Autoprotolysis of the metastable acid (C6F5)3BOPPh2OH, prepared in situ by the reaction of the rather weak Brønsted acid Ph2PO2H with the strong Lewis acid B(C6F5)3, gave rise to the formation of the eight-membered ring [Ph2POB(C6F5)2O]2 and C6F5H. The conjugate base was isolated as stable sodium crown ether salt [Na(15-crown-5)][Ph2PO2B(C6F5)3].

Graphical abstract: Increasing the Brønsted acidity of Ph2PO2H by the Lewis acid B(C6F5)3. Formation of an eight-membered boraphosphinate ring [Ph2POB(C6F5)2O]2

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Article information


Submitted
24 Jul 2016
Accepted
05 Aug 2016
First published
05 Aug 2016

This article is Open Access

Chem. Commun., 2016,52, 10992-10995
Article type
Communication

Increasing the Brønsted acidity of Ph2PO2H by the Lewis acid B(C6F5)3. Formation of an eight-membered boraphosphinate ring [Ph2POB(C6F5)2O]2

R. Kather, E. Rychagova, P. Sanz Camacho, S. E. Ashbrook, J. D. Woollins, L. Robben, E. Lork, S. Ketkov and J. Beckmann, Chem. Commun., 2016, 52, 10992 DOI: 10.1039/C6CC06102H

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