Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes

doi:10.6023/cjoc201503015

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (9): 1904-1909.DOI: 10.6023/cjoc201503015 Previous Articles Next Articles

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高铼酸咪唑啉盐催化的邻二醇脱水脱氧生成烯烃

孙慧敏^a, 胡晨^a, 郝志明^a, 左亚杰^a, 王天赤^b, 仲崇民^a,b

a 西北农林科技大学理学院应用化学系杨凌 712100;
b 哈尔滨师范大学化学化工学院哈尔滨 150025

收稿日期:2015-03-11 修回日期:2015-05-14 发布日期:2015-05-29
通讯作者: 仲崇民 E-mail:zhongcm@nwsuaf.edu.cn
基金资助:
黑龙江省自然科学基金(No. B200604)、教育部留学人员科研启动基金、哈尔滨市科学技术局留学人员科技创新人才研究专项资金(No. 2007RFLXG016)、哈尔滨师范大学骨干教师资金(No. KG2007-05)、国家大学生创新创业训练计划(No. 201310712087)和西北农林科技大学引进人才启动基金(No. Z111021007)资助项目.

Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes

Sun Huimin^a, Hu Chen^a, Hao Zhiming^a, Zuo Yajie^a, Wang Tianchi^b, Zhong Chongmin^a,b

a College of Science, Northwest A&F University, Xianyang 712100;
b College of Chemistry and Chemical Engineering, Harbin Normal University, Harbin 712100

Received:2015-03-11 Revised:2015-05-14 Published:2015-05-29
Supported by:
Project supported by the Natural Science Foundation of Heilongjiang Province (No. B200604), the Scientific Research Foundation for Returned Scholars, Ministry of Education of China, the Science and Technology Innovation Program of Harbin Science and Technology Bureau for Returned Scholars (No. 2007RFLXG016), the Foundation of Harbin Normal University (No. KG2007-05), the National Undergraduate Training Programs for Innovation and Entrepreneurship (No. 201310712087) and the Foundation of Northwest A&F University (No. Z111021007).

1. Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes.PDF(1794KB)

Abstract

The deoxydehydration of polyols to alkenes is one of the important methods for the conversion of biomass-based platform molecules to useful chemicals and liquid fuels. A new imidazolinium perrhenate catalytic system for the deoxydehydration of vicinal diols to alkenes was reported. The reaction conditions, including reductants, solvents and imidazolinium cations were investigated. The best result was obtained with 3 equiv. of 3-octanol as the reductant in chlorobenzene at 180 ℃ under argon atmosphere, affording the 1-tetradecene product in 85% yield after 24 h. The catalyst shows moderate activity for several vicinal diols and can be reused after recoverd.

Key words: rhenium catalyst, vicinal diols, deoxydehydration, alkenes, imidazolinium salt

Cite this article

Sun Huimin, Hu Chen, Hao Zhiming, Zuo Yajie, Wang Tianchi, Zhong Chongmin. Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes[J]. Chin. J. Org. Chem., 2015, 35(9): 1904-1909.

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高铼酸咪唑啉盐催化的邻二醇脱水脱氧生成烯烃

Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes

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