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

M. N. Ryabchikova; Рябчикова М. Н.; A. V. Nelyubin; Нелюбин А. В.; I. N. Klyukin; Клюкин И. Н.; A. P. Zhdanov; Жданов А. П.; K. Yu. Zhizhin; Жижин К. Ю.; N. T. Kuznetsov; Кузнецов Н. Т.

doi:10.31857/S0044457X23600895

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

Authors: Ryabchikova M.N.¹, Nelyubin A.V.², Klyukin I.N.², Zhdanov A.P.², Zhizhin K.Y.², Kuznetsov N.T.²
Affiliations:
1. National Research University Higher School of Economics
2. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences
Issue: Vol 68, No 10 (2023)
Pages: 1373-1378
Section: СИНТЕЗ И СВОЙСТВА НЕОРГАНИЧЕСКИХ СОЕДИНЕНИЙ
URL: https://rjraap.com/0044-457X/article/view/666166
DOI: https://doi.org/10.31857/S0044457X23600895
EDN: https://elibrary.ru/EXAKMI
ID: 666166

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Abstract
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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.

Keywords

closo-dodecaborate anion, closo-decaborate anion, nitrilium derivatives, iminols, HPLC

References

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