Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides

Shyshkov OO, Kolomeitsev AA, Hoge B, Lork E, Haupt A, Keßler M, Röschenthaler G-V (2022)
Chemistry 28(14): e202104308.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Shyshkov, Oleg O.; Kolomeitsev, Alexander A.; Hoge, BertholdUniBi; Lork, Enno; Haupt, Axel; Keßler, MiraUniBi; Röschenthaler, Gerd-Volker
Abstract / Bemerkung
Phosphoranides are interesting hypervalent species which serve as model compounds for intermediates or transition states in nucleophilic substitution reactions at trivalent phosphorus substrates. Herein, we report on the syntheses and properties of stable trifluoromethylphosphoranide salts. [K(18-crown-6)][P(CF 3 ) 4 ], [K(18-crown-6)][P(CF 3 ) 3 F], and [NMe 4 ][P(CF 3 ) 2 F 2 ] were obtained by treatment of trivalent precursors with sources of CF 3 - or F - units. These [P(CF 3 ) 4-n F n ] - (n = 0-2) salts exhibit fluorinating (n = 1-2) or trifluoromethylating (n = 0) properties, which is disclosed by studying their reactivity towards selected electrophiles. The solid-state structures of [K(18-crown-6)][P(CF 3 ) 4 ] and [K(18-crown-6)][P(CF 3 ) 3 F] are ascertained by single crystal X-ray crystallography. The dynamics of these compounds are investigated by variable temperature NMR spectroscopy. © 2022 Wiley-VCH GmbH.
Erscheinungsjahr
2022
Zeitschriftentitel
Chemistry
Band
28
Ausgabe
14
Art.-Nr.
e202104308
eISSN
1521-3765
Page URI
https://pub.uni-bielefeld.de/record/2960623

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Shyshkov OO, Kolomeitsev AA, Hoge B, et al. Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides. Chemistry . 2022;28(14): e202104308.
Shyshkov, O. O., Kolomeitsev, A. A., Hoge, B., Lork, E., Haupt, A., Keßler, M., & Röschenthaler, G. - V. (2022). Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides. Chemistry , 28(14), e202104308. https://doi.org/10.1002/chem.202104308
Shyshkov, Oleg O., Kolomeitsev, Alexander A., Hoge, Berthold, Lork, Enno, Haupt, Axel, Keßler, Mira, and Röschenthaler, Gerd-Volker. 2022. “Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides”. Chemistry 28 (14): e202104308.
Shyshkov, O. O., Kolomeitsev, A. A., Hoge, B., Lork, E., Haupt, A., Keßler, M., and Röschenthaler, G. - V. (2022). Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides. Chemistry 28:e202104308.
Shyshkov, O.O., et al., 2022. Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides. Chemistry , 28(14): e202104308.
O.O. Shyshkov, et al., “Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides”, Chemistry , vol. 28, 2022, : e202104308.
Shyshkov, O.O., Kolomeitsev, A.A., Hoge, B., Lork, E., Haupt, A., Keßler, M., Röschenthaler, G.-V.: Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides. Chemistry . 28, : e202104308 (2022).
Shyshkov, Oleg O., Kolomeitsev, Alexander A., Hoge, Berthold, Lork, Enno, Haupt, Axel, Keßler, Mira, and Röschenthaler, Gerd-Volker. “Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides”. Chemistry 28.14 (2022): e202104308.
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