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Study of Hydrophilic/Hydrophobic Properties of Borylated Iminols [BnHn – 1NHC(OH)R] (n = 10, 12)

  • SYNTHESIS AND PROPERTIES OF INORGANIC COMPOUNDS
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Abstract

The behavior of borylated iminols based on the closo-decaborate and closo-dodecaborate anions in the dichloromethane–water system has been studied as a function of the pH of the aqueous phase. The distribution coefficients of compounds in the n-octanol–water system have been determined: for (Bu4N)[B12H11NHC(OH)CH3], log Kow = –0.46; for (Bu4N)[2-B10H9NHC(OH)CH3], log Kow = –0.51. These compounds show hydrophilic properties similar to those of formic and acetic acids. It has been shown that this method can be used to purify target compounds from hydrolysis products in the preparation of various derivatives as a result of nucleophilic addition of the closo-borate anions to nitrilium derivatives.

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ACKNOWLEDGMENTS

The work was carried out using the equipment of the Center for Collective Use of the Physical Methods of Research of the Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, which functions with the support of the State Assignment of the Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences in the field of fundamental scientific research.

Funding

This work was supported by the Russian Science Foundation (grant no. 21-73-10292).

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Correspondence to A. P. Zhdanov.

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Translated by V. Avdeeva

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Ryabchikova, M.N., Nelyubin, A.V., Klyukin, I.N. et al. Study of Hydrophilic/Hydrophobic Properties of Borylated Iminols [BnHn – 1NHC(OH)R] (n = 10, 12). Russ. J. Inorg. Chem. 68, 1357–1362 (2023). https://doi.org/10.1134/S0036023623700341

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