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

Ralf Kather; Elena Rychagova; Paula Sanz Camacho; Sharon E. Ashbrook; J. Derek Woollins; Lars Robben; Enno Lork; Sergey Ketkov; Jens Beckmann

doi:10.1039/c6cc06102h

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

Ralf Kather, Elena Rychagova, Paula Sanz Camacho, Sharon E. Ashbrook, J. Derek Woollins, Lars Robben, Enno Lork, Sergey Ketkov^*, Jens Beckmann^*

^*Corresponding author for this work

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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].

Original language	English
Pages (from-to)	10992-10995
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	73
Early online date	5 Aug 2016
DOIs	https://doi.org/10.1039/c6cc06102h
Publication status	Published - 21 Sept 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 (dataset)
Kather, R. (Creator), Rychagova, E. (Creator), Sanz Camacho, P. (Creator), Ashbrook, S. E. M. (Creator), Woollins, J. D. (Creator), Robben, L. (Creator), Lork, E. (Creator), Ketkov, S. (Creator) & Beckmann, J. (Creator), Cambridge Crystallographic Data Centre, 2016
http://dx.doi.org/10.1039/c6cc06102h and 21 more links, https://dx.doi.org/10.5517/ccdc.csd.cc1lpkys, https://dx.doi.org/10.5517/ccdc.csd.cc1lpkzt, https://dx.doi.org/10.5517/ccdc.csd.cc1lpl0w, https://dx.doi.org/10.5517/ccdc.csd.cc1lpl1x, https://dx.doi.org/10.5517/ccdc.csd.cc1lpkxr, https://dx.doi.org/10.5517/cc1jcc9k, https://dx.doi.org/10.5517/cc1jccbl, https://dx.doi.org/10.5517/cc1jcccm, https://dx.doi.org/10.5517/cc1jccdn, https://dx.doi.org/10.5517/cc1jccfp, https://dx.doi.org/10.5517/cc1jccgq, https://dx.doi.org/10.5517/cc1jcchr, https://dx.doi.org/10.5517/cc1jccjs, https://dx.doi.org/10.5517/cc1jcckt, https://dx.doi.org/10.5517/cc1jcclv, https://dx.doi.org/10.5517/cc1jccmw, https://dx.doi.org/10.5517/cc1jccnx, https://dx.doi.org/10.5517/cc1jccpy, https://dx.doi.org/10.5517/cc1jccqz, https://dx.doi.org/10.5517/cc1jccr0, https://dx.doi.org/10.5517/cc1jccs1 (show fewer)
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@article{71d0532747d441938512e2185c4aa0f0,

title = "Increasing the Br{\o}nsted acidity of Ph2PO2H by the Lewis acid B(C6F5)3. Formation of an eight-membered boraphosphinate ring [Ph2POB(C6F5)2O]2",

abstract = "Autoprotolysis of the metastable acid (C6F5)3BOPPh2OH, prepared in situ by the reaction of the rather weak Br{\o}nsted 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].",

author = "Ralf Kather and Elena Rychagova and Camacho, {Paula Sanz} and Ashbrook, {Sharon E.} and Woollins, {J. Derek} and Lars Robben and Enno Lork and Sergey Ketkov and Jens Beckmann",

note = "The Deutsche Forschungsgemeinschaft (DFG) is gratefully acknowledged for financial support. The theoretical part of this work was supported by the Russian Science Foundation (Project 14-13-00832). ",

year = "2016",

month = sep,

day = "21",

doi = "10.1039/c6cc06102h",

language = "English",

volume = "52",

pages = "10992--10995",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "73",

}

TY - JOUR

T1 - Increasing the Brønsted acidity of Ph2PO2H by the Lewis acid B(C6F5)3. Formation of an eight-membered boraphosphinate ring [Ph2POB(C6F5)2O]2

AU - Kather, Ralf

AU - Rychagova, Elena

AU - Camacho, Paula Sanz

AU - Ashbrook, Sharon E.

AU - Woollins, J. Derek

AU - Robben, Lars

AU - Lork, Enno

AU - Ketkov, Sergey

AU - Beckmann, Jens

N1 - The Deutsche Forschungsgemeinschaft (DFG) is gratefully acknowledged for financial support. The theoretical part of this work was supported by the Russian Science Foundation (Project 14-13-00832).

PY - 2016/9/21

Y1 - 2016/9/21

N2 - 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].

AB - 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].

U2 - 10.1039/c6cc06102h

DO - 10.1039/c6cc06102h

M3 - Article

AN - SCOPUS:84984879081

SN - 1359-7345

VL - 52

SP - 10992

EP - 10995

JO - Chemical Communications

JF - Chemical Communications

IS - 73

ER -

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

Cite this

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