Chinese Journal of Organic Chemistry >
Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes
Received date: 2015-03-11
Revised date: 2015-05-14
Online 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).
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
Sun Huimin , Hu Chen , Hao Zhiming , Zuo Yajie , Wang Tianchi , Zhong Chongmin . Imidazolinium Perrhenate-Catalyzed Deoxydehydration ofVicinal Diols to Alkenes[J]. Chinese Journal of Organic Chemistry, 2015 , 35(9) : 1904 -1909 . DOI: 10.6023/cjoc201503015
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