Abstract
A novel 1,3-dimethyl-1,3-di-(1-adamantyl)formamidinium perchlorate has been prepared via the Vilsmeier-Haack reaction of N-methyl-N-(1-adamantyl)formamide and N-methyl- N-(1-adamantyl)amine in a mixture of phosphorus oxychloride and benzene. The new formamidinium salt was found to undergo addition-elimination reactions when treated with sodium hydride in acetonitrile or propionitrile solution, thereby forming the corresponding �-(methyl(1-adamantyl)amino)acrylonitriles and N-methyl-N-(1-adamantyl)amine. The 1 H and 13 C NMR spectra and the single-crystal X-ray structure of the new formamidinium salt have been determined along with those of the related compound 1,3-di-(1-adamantyl)-1- cyanoamidine and the corresponding �-(dialkylamino)acrylonitriles.
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