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

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 (Bu 4 N)[B 12 H 11 NHC(OH)CH 3 ], log K ow = –0.46; for (Bu 4 N)[2-B 10 H 9 NHC(OH)CH 3 ], log K ow = –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.