Citation: Jia Ruilong, Zuo Zhijun, Li Xu, Liu Lei, Dong Jinxiang. New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation[J]. Chinese Chemical Letters, ;2020, 31(6): 1525-1529. doi: 10.1016/j.cclet.2019.10.001 shu

New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation

Jia Ruilong ^a,b,1 ,
Zuo Zhijun ^c,1 ,
Li Xu ^a ,
Liu Lei ^a,*, ,
Dong Jinxiang ^a,d

a.
College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, China
b.
Shanxi University of Traditional Chinese Medicine, Jinzhong 030619, China
c.
Key Laboratory of Coal Science and Technology of Ministry of Education and Shanxi Province, Taiyuan University of Technology, Taiyuan 030024, China
d.
School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China

liulei@tyut.edu.cn

Received Date: 6 September 2019
Revised Date: 19 September 2019
Accepted Date: 3 October 2019
Available Online: 5 October 2019

Figures(4)

Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported a reliable approach to produce primary alcohols from terminal alkenes combining with biomass-derived allyl alcohol by tandem cross-metathesis/hydrogenation. A series of primary alcohol with different chain lengths was successfully produced in high yields (ca. 90%). Computational studies revealed that self-metathesis and hydrogenation of substrates are accessible but much slower than crossmetathesis. This new methodology represents a unique alternative to primary alcohols from terminal alkenes.
- Primary alcohols,
- Aliphatic olefins,
- Allyl alcohol,
- Cross-metathesis/hydrogenation,
- Anti-Markovnikov regioselectivity
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