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Novel Bis[N-alkyl-N-(2-diphenylphosphinylethyl)]diglycolamides: Synthesis and NMR Spectroscopy Studies

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Abstract

Pentadentate bis[N-alkyl-N-(2-diphenylphosphinylethyl)]diglycolamides [Ph2P(O)CH2CH2N(R)· C(O)CH2]2O, where R Me, Bu, Oct, were synthesized by reaction of diglycolyl chloride with N-alkyl-N-(2-diphenylphosphinylethyl)amines Ph2P(O)CH2CH2NHR obtained by reacting diphenyl(2-phenoxyethyl)phosphine oxide with primary alkylamines in DMSO in the presence of an aqueous alkali. Structure of the prepared compounds was studied by 1H, 13C, and 31P NMR spectroscopy.

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Scheme
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Notes

  1. The organic layer was washed until Ph2P(O)OH stopped forming at acidifying.

  2. For removing DMSO residue in a trap, which was frozen by liquid nitrogen.

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Funding

This work was supported by the Ministry of Science and Higher Education of the Russian Federation with using the equipment of the Centre for Collective Use of National Research Centre “Kurchatov Institute” and the Center for Molecular Composition Studies of A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences.

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Authors and Affiliations

  1. Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre “Kurchatov Institute”, 107076, Moscow, Russia

    N. A. Bondarenko & K. V. Tcarkova

  2. National Research Centre “Kurchatov Institute”, 123182, Moscow, Russia

    N. A. Bondarenko, K. V. Tcarkova & S. K. Belus’

  3. A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 119991, Moscow, Russia

    O. I. Artyushin & A. S. Peregudov

Authors
  1. N. A. Bondarenko
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  2. K. V. Tcarkova
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  3. S. K. Belus’
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  4. O. I. Artyushin
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  5. A. S. Peregudov
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Correspondence to N. A. Bondarenko.

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Additional information

Translated from Zhurnal Obshchei Khimii, 2021, Vol. 91, No. 2, pp. 221–230 https://doi.org/10.31857/S0044460X21020050.

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Bondarenko, N.A., Tcarkova, K.V., Belus’, S.K. et al. Novel Bis[N-alkyl-N-(2-diphenylphosphinylethyl)]diglycolamides: Synthesis and NMR Spectroscopy Studies. Russ J Gen Chem 91, 181–189 (2021). https://doi.org/10.1134/S1070363221020055

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