Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide

能源化学(英文) ›› 2013, Vol. 22 ›› Issue (3): 363-367.

Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide

Zhenfeng Diao, Bin Li, Bing Yu, Anhua Liu, Liangnian He

State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

收稿日期:2012-11-30 修回日期:2013-01-10 出版日期:2013-05-20 发布日期:2013-05-31
通讯作者: Liangnian He
基金资助:
This work was supported by the National Natural Science Foundation of China (No. 21172125), the Ministry of Science and Technology (2012BAD32B10), the “111” Project of Ministry of Education of China (Project No. B06005) and the Committee of Science and Technology of Tianjin.

Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide

Zhenfeng Diao, Bin Li, Bing Yu, Anhua Liu, Liangnian He

State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Received:2012-11-30 Revised:2013-01-10 Online:2013-05-20 Published:2013-05-31
Supported by:
This work was supported by the National Natural Science Foundation of China (No. 21172125), the Ministry of Science and Technology (2012BAD32B10), the “111” Project of Ministry of Education of China (Project No. B06005) and the Committee of Science and Technology of Tianjin.

摘要/Abstract

摘要： The selective aerobic oxidation of alkynes to corresponding α,β-acetylenic ketones was achieved in polyethylene glycol/dense CO₂/O₂ biphasic system without any catalyst or additive. The effects of reaction parameters, e.g. temperature, CO₂ pressure, PEG molecular weight and loading on the reaction were carefully examined. Moreover, various substrates worked well in the presence of PEG1000 under 5 MPa of CO₂ and 2 MPa of O₂ at 100 ℃ for 12 to 24 h and acceptable yield and selectivity could be obtained in most cases. Preliminary mechanistic investigations were also discussed.

关键词: carbon dioxide, polyethylene glycol, selective oxidation, alkynes, α,β-acetylenic ketones

Abstract: The selective aerobic oxidation of alkynes to corresponding α,β-acetylenic ketones was achieved in polyethylene glycol/dense CO₂/O₂ biphasic system without any catalyst or additive. The effects of reaction parameters, e.g. temperature, CO₂ pressure, PEG molecular weight and loading on the reaction were carefully examined. Moreover, various substrates worked well in the presence of PEG1000 under 5 MPa of CO₂ and 2 MPa of O₂ at 100 ℃ for 12 to 24 h and acceptable yield and selectivity could be obtained in most cases. Preliminary mechanistic investigations were also discussed.

Key words: carbon dioxide, polyethylene glycol, selective oxidation, alkynes, α,β-acetylenic ketones

Zhenfeng Diao, Bin Li, Bing Yu, Anhua Liu, Liangnian He. Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide[J]. 能源化学(英文), 2013, 22(3): 363-367.

Zhenfeng Diao, Bin Li, Bing Yu, Anhua Liu, Liangnian He. Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide[J]. Journal of Energy Chemistry, 2013, 22(3): 363-367.

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Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide

Polyethylene glycol radical-initiated aerobic propargylic oxidation in dense carbon dioxide

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