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Study of Hydrophilic/Hydrophobic Properties of Borylated Iminols [BnHn – 1NHC(OH)R]– (n = 10, 12)
Russian Journal of Inorganic Chemistry ( IF 2.1 ) Pub Date : 2023-10-30 , DOI: 10.1134/s0036023623700341
M. N. Ryabchikova , A. V. Nelyubin , I. N. Klyukin , A. P. Zhdanov , K. Yu. Zhizhin , N. T. Kuznetsov

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.



中文翻译:

硼化亚胺醇的亲水/疏水特性研究 [BnHn – 1NHC(OH)R]– (n = 10, 12)

摘要

研究了二氯甲烷-水体系中基于近十硼酸根和近十二硼酸根阴离子的硼化亚胺醇的行为,作为水相 pH 值的函数。正辛醇-水体系中化合物的分配系数已确定:对于 (Bu 4 N)[B 12 H 11 NHC(OH)CH 3 ],log  K ow = –0.46;对于 (Bu 4 N)[2-B 10 H 9 NHC(OH)CH 3 ],log  K ow = –0.51。这些化合物显示出与甲酸和乙酸类似的亲水特性。已表明,该方法可用于从近硼酸根阴离子亲核加成到腈衍生物的各种衍生物的制备中的水解产物中纯化目标化合物

更新日期:2023-10-31
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