Synthesis and Physicochemical Properties of C-Borylated Esters Based on the closo-Decaborate Anion
I. N. Klyukin, Н. А. Селиванов, A. Yu. Bykov, Andrey P. Zhdanov, К. Yu. Zhizhin, Nikolay T. Kuznetsov
Abstract
Abstract The interaction of the monocarbonyl derivative of the closo-decaborate anion [2-B10H9CO]– with O-nucleophiles has been considered. It has been found that primary, secondary, and tertiary alcohols can enter the addition reaction. It has been shown that the C–O bond is extremely labile in the obtained closo-borate derivatives of the general formula [2-B10H9COOR]2–, and upon heating, its cleavage occurs to form the starting [2-B10H9CO]–. In acidic aqueous solutions, hydrolysis of borylated esters occurs to form a carboxylate derivative of the general formula [2-B10H9COOH]2–. All the derivatives obtained have been isolated and characterized by IR as well as 1H, 11B, and 13C NMR spectroscopies.