Reactivity of phosphine oxide H₃PO in the reactions with ketones

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• 作者：E. V. Gorbachuk ; E. K. Badeeva ; V. M. Babaev ; I. Kh. Rizvanov…
• 关键词：Key wordswhite phosphorus ; phosphine oxide H3PO ; ketones ; hydroxyalkylphosphine oxides ; electrochemistry ; NMR spectroscopy ; ESI mass spectrometry ; macroscale electrolysis
• 刊名：Russian Chemical Bulletin
• 出版年：2016
• 出版时间：May 2016
• 年：2016
• 卷：65
• 期：5
• 页码：1289-1294
• 全文大小：
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry/Food Science, general; Organic Chemistry; Inorganic Chemistry;
• 出版者：Springer US
• ISSN：1573-9171
• 卷排序：65

文摘

The reactivity of the electrochemically generated phosphine oxide H₃PO towards ketones (acetone, ethyl methyl ketone, methyl n-propyl ketone, and tert-butyl methyl ketone) has been studied. It was found that this reaction led to the formation of mono- and bis(hydroxyalkyl)phosphine oxides of the formulas RRĆ(OH)P(O)H₂ and [RRĆ(OH)]₂P(O)H (R = Me; R´ = Me, Et, Pr) and represents the first example of the P—C bond formation involving the intermediate H₃PO.