Diphosphonioiminobornane diperchlorate: Electrosynthesis, crystal structure, and hydrolysis
2013
On of the products of electrochemical phosphorylation of camphene was 2-(C-methyl-C-trialkylphosphonio) methyleneimino-10-trialkylphosphoniomethyl)bornane diperhlorates. A mechanism of their formation was suggested consisting in the rearrangement of the intermediate camphenylphosphonium dication followed by selective addition of acetonitrile and a second trialkylphosphine molecules. The diperhlorate hydrolysis was found to lead to the synthesis of 2-acetamido-10-trialkylphosphoniobornane perchlorates. The 2-(C-methyl-C-tripropylphosphonio)methyleneimino-10-tripropylphosphoniomethyl)bornane and 2-acetamidoyl-10-tripropylphosphoniobornane structures were established by the X-ray diffraction study.
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