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Issue 73, 2016
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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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Publication details

The article was received on 24 Jul 2016, accepted on 05 Aug 2016 and first published on 05 Aug 2016


Article type: Communication
DOI: 10.1039/C6CC06102H
Citation: Chem. Commun., 2016,52, 10992-10995
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    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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