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炔硒醚的磷氢化反应

喻爱和 邱仁华 许新华

湖南大学学报(自然科学版)Issue(7):103-107,5.
湖南大学学报(自然科学版)Issue(7):103-107,5.

炔硒醚的磷氢化反应

Phosphorus Hydrogenation Reaction of Alkynylselenides

喻爱和 1邱仁华 2许新华1

作者信息

  • 1. 湖南大学 化学化工学院,湖南 长沙 410082
  • 2. 湖南机电职业技术学院,湖南 长沙 410151
  • 折叠

摘要

Abstract

In the presence of cesium hydroxide,the reaction of O,O-diethylphosphonate with alky-nylselenides at room temperature does not provide the expected additional product by using dimethyl for-mamide (DMF)as the solvent,but rather causes the cleavage of Se-Csp bond and gives the corresponding terminal alkynes and Se-aryl phosphoroselenoates in 89~95% yields.The influence of substituent at the alkynes and selenium atom on the reaction was investigated,and the results showed that the reaction was not sensitive to the electronic nature.The reaction mechanism was that O,O-diethylphosphonate reacted with cesium hydroxide to produce (EtO)2 P-(O)Cs+,which underwent nucleophilic attacks on alkynylse-lenides to produce Se-aryl phosphoroselenoates and RC≡C-Cs+.The latter was hydrolyzed in the presence of water to form terminal alkynes and catalyst cesium hydroxide.The method could provide a new and sim-ple path for the cleavage of Se-CsP.

关键词

氢氧化铯/炔硒醚/亚磷酸二乙酯/磷酸硒酯/合成

Key words

cesium hydroxide/alkynyl selenides/O,O-diethyl phosphonate/O,O-dialkyl-Se-arylphos-phoroselen-oates/synthesis

分类

化学化工

引用本文复制引用

喻爱和,邱仁华,许新华..炔硒醚的磷氢化反应[J].湖南大学学报(自然科学版),2014,(7):103-107,5.

基金项目

国家自然科学基金资助项目(21273068) (21273068)

湖南大学学报(自然科学版)

OA北大核心CSCDCSTPCD

1674-2974

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