Nucleophilic Addition Reaction of Secondary Amines to Acetonitrilium closo-Decaborate [2-B10H9NCCH3]–

Abstract

The work is devoted to the study of the process of nucleophilic addition of secondary amines to a multiple bond of the nitrile derivative of the closo-decaborate anion (NBu₄) [2-B₁₀H₉NCCH₃]. The process results to the regioselective and stereoselective formation of disubstituted amidines. The process is carried out under mild conditions and allows functionalization of amines of various structure. The compounds obtained are characterized by multinuclear NMR spectroscopy, IR spectroscopy, elemental analysis. For the substances (NBu₄)[2-B₁₀H₉(E-NH=C(N(CH₂)₅CH₃)] and (NBu₄)[2-B₁₀H₉(E-NH=C(N(C₂H₄)₂O)] the structures were confirmed by X-ray diffraction.