Home / Publications / The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion

The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion

Nicolay Yur'evich Adonin 1
Nicolay Yur'evich Adonin
, 
Sergey Alexandrovich Prikhod’ko 1
Sergey Alexandrovich Prikhod’ko
, 
Vadim Victorovich Bardin 2
Vadim Victorovich Bardin
, 
10.1016/j.mencom.2009.09.009
Published 2009-09-15
Communication , Volume 19, Issue 5, 260-262
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Adonin N. Y. et al. The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 260-262.
GOST all authors (up to 50) Copy
Adonin N. Y., Prikhod’ko S. A., Bardin V. V., Parmon V. N. The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 260-262.
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TY - JOUR
DO - 10.1016/j.mencom.2009.09.009
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.009
TI - The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion
T2 - Mendeleev Communications
AU - Adonin, Nicolay Yur'evich
AU - Prikhod’ko, Sergey Alexandrovich
AU - Bardin, Vadim Victorovich
AU - Parmon, Valentin Nikolaevich
PY - 2009
DA - 2009/09/15
PB - Mendeleev Communications
SP - 260-262
IS - 5
VL - 19
ER -
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@article{2009_Adonin,
author = {Nicolay Yur'evich Adonin and Sergey Alexandrovich Prikhod’ko and Vadim Victorovich Bardin and Valentin Nikolaevich Parmon},
title = {The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion},
journal = {Mendeleev Communications},
year = {2009},
volume = {19},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.009},
number = {5},
pages = {260--262},
doi = {10.1016/j.mencom.2009.09.009}
}
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Adonin, Nicolay Yur'evich, et al. “The first example of the ortho-directing effect of the weakly coordinating substituent [–BF3]– in the catalytic hydrodefluorination of the pentafluorophenyltrifluoroborate anion.” Mendeleev Communications, vol. 19, no. 5, Sep. 2009, pp. 260-262. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.009.

Keywords

fluorinated organoboron compounds
hydrodeboration
nickel complexes

Abstract

The pentafluorophenyltrifluoroborate anion undergoes hydrodefluorination under the action of zinc in the presence of nickel complexes turning into the 2,3,4,5-tetrafluoroborate anion.

References

1.
Activation of Carbon-Fluorine Bonds by Metal Complexes
Kiplinger J.L., Richmond T.G., Osterberg C.E.
Chemical Reviews, 1994
2.
Metal-mediated reductive hydrodehalogenation of organic halides
Alonso F., Beletskaya I.P., Yus M.
Chemical Reviews, 2002
3.
Cyclometallation reactions. Part 10. Some reactions of polyfluorinated azobenzenes: metallation by fluorine abstraction
Bruce M.I., Goodall B.L., Sheppard G.L., Stone F.G.
Journal of the Chemical Society Dalton Transactions, 1975
4.
Metallation of azobenzenes by fluorine-abstraction: structure of a ruthenium complex containing nonafluoro(phenylazo)phenyl-2C,N′ and diphenyl-2-(η-cyclopentadienylphenyl)phosphine groups
Bruce M.I., Gardner R.C., Goodall B.L., Stone F.G., Doedens R.J., Moreland J.A.
Journal of the Chemical Society Chemical Communications, 1974
5.
Cyclometallation reactions. Part 16. Some reactions of η-cyclopentadienylruthenium phosphine complexes
Bruce M.I., Gardner R.C., Stone F.G.
Journal of the Chemical Society Dalton Transactions, 1976
7.
Oxidative addition of aryl–halogen bonds to platinum(II) and the structure of a complex formed by aryl–fluoride oxidative addition
Anderson C.M., Puddephatt R.J., Ferguson G., Lough A.J.
Journal of the Chemical Society Chemical Communications, 1989
8.
Activation of aromatic carbon-fluorine bonds by organoplatinum complexes
Anderson C.M., Crespo M., Ferguson G., Lough A.J., Puddephatt R.J.
Organometallics, 1992
10.
C(C6F4PPh2-o)NMe a C,P-chelate and C,N-bridging ligand. Crystal structure of
Usón R., Fornies J., Espinet P., Garcia A., Tomas M., Foces-Foces C., Cano F.H.
Journal of Organometallic Chemistry, 1985
13.
Intramolecular activation of a C–F bond at platinum(II) in the presence of weaker C–X bonds (X = H, Cl and Br)
Crespo M., Martinez M., Sales J.
Journal of the Chemical Society Chemical Communications, 1992
18.
Activation of C–F and C–H bonds by polyalkylcyclopentadienylrhodium complexes: crystal structure of [(η5-C5Me4Et)RhCl{(C6F5)2PCH2CH2P(C6F5)2}]+·BF4−
Atherton M.J., Fawcett J., Holloway J.H., Hope E.G., Martin S.M., Russell D.R., Saunders G.C.
Journal of Organometallic Chemistry, 1998
19.
Carbon–fluorine bond activation in the reactions between 1,2-bis[bis(2,6-difluorophenyl)phosphino]ethane and [{MCl(μ-Cl)(η5-C5Me5)}2] (M = Rh or Ir)
Fawcett J., Friedrichs S., Holloway J.H., Hope E.G., McKee V., Nieuwenhuyzen M., Russell D.R., Saunders G.C.
Journal of the Chemical Society Dalton Transactions, 1998
22.
Organolanthanoids. IV. Some reactions of Bis(polyfluorophenyl)ytterbium compounds
Deacon G., Mackinnon P., Tuong T.
Australian Journal of Chemistry, 1983
25.
Prikhod’ko S.A., Adonin N.Y., Babushkin D.E., Parmon V.N.
Mendeleev Communications, 2008
27.
Noncoordinating anions--fact or fiction? A survey of likely candidates.
Krossing I., Raabe I.
Angewandte Chemie - International Edition, 2004
29.
Conversion of Arylboronic Acids into Potassium Aryltrifluoroborates: Convenient Precursors of Arylboron Difluoride Lewis Acids
Vedejs E., Chapman R.W., Fields S.C., Lin S., Schrimpf M.R.
Journal of Organic Chemistry, 1995
30.
Frohn H.-., Adonin N.Y., Bardin V.V., Starichenko V.F.
Zeitschrift fur Anorganische und Allgemeine Chemie, 2002
32.
S. Berger, S. Braun and H.-O. Kalinowski, NMR-Spektroskopie von Nichtmetallen, Bd. 4, 19F-NMR-Spektroskopie, Georg Thieme Verlag, Stuttgart, New York, 1994, S. 37.