Abstract
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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Original Russian Text © V.A. Zagumennov, N.A. Sizova, O.A. Lodochnikova, D.B. Krivolapov, I.A. Litvinov, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 7, pp. 1071–1076.
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Zagumennov, V.A., Sizova, N.A., Lodochnikova, O.A. et al. Diphosphonioiminobornane diperchlorate: Electrosynthesis, crystal structure, and hydrolysis. Russ J Gen Chem 83, 1324–1329 (2013). https://doi.org/10.1134/S1070363213070049
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DOI: https://doi.org/10.1134/S1070363213070049