Reaction of P(III) chlorides with aldehydes: II. Reaction of primary intermediates with aprotic nucleophiles: Ethylene oxide, acetals, trialkyl orthoformates, and trialkyl phosphites

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• 作者：M. B. Gazizov (1)
  R. A. Khairullin (1)
  R. F. Karimova (1)
  
• 刊名：Russian Journal of General Chemistry
• 出版年：2013
• 出版时间：December 2013
• 年：2013
• 卷：83
• 期：12
• 页码：2293-2300
• 全文大小：213 KB
• 作者单位：M. B. Gazizov (1)
  R. A. Khairullin (1)
  R. F. Karimova (1)
  
  1. Kazan National Research Technological University, ul. K. Marksa 68, Kazan, Tatarstan, 420015, Russia
  
• ISSN：1608-3350

文摘

Structure of primary intermediates of the reaction of P(III) chlorides with aliphatic aldehydes was confirmed by their reactions with such aprotic reagents like ethylene oxide, trialkyl phosphites, acetals, and trialkyl orthoformates. Principle difference in the reactions of these nucleophiles with intermediates containing active chlorine atom at P(III) and those not containing was established. The former as well as all the other P(III) chlorides react directly with nucleophiles, while the latter slowly decompose into aldehyde and P(III) chloride, and the latter reacts with the nucleophile.