Citation: Zheng Tingting, Wang Yangyang, Yang Zaixiao, Sun Hongjian, Li Xiaoyan. Catalytic Effect of Iron Hydrides on Dehydration of Primary Amides to Nitriles[J]. Chinese Journal of Organic Chemistry, ;2019, 39(10): 2941-2945. doi: 10.6023/cjoc201903075 shu

Catalytic Effect of Iron Hydrides on Dehydration of Primary Amides to Nitriles

a.
Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100
b.
Department of Chemistry, Capital Normal University, Beijing 100048
c.
College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070

Corresponding author: Li Xiaoyan, xli63@sdu.edu.cn
Received Date: 30 March 2019
Revised Date: 3 June 2019
Available Online: 2 October 2019
Fund Project: the National Natural Science Foundation of China 21372143Project supported by the National Natural Science Foundation of China (No. 21372143)

Figures(1)

Three cis-selenophenolato iron hydrides[cis-[(ArSe)FeH(PMe₃)₄] (Ar=Ph (1), p-MeOC₆H₄ (2) and o-MeC₆H₄ (3)], were used as catalysts for the dehydration of primary amides to nitriles. The experimental results show that three complexes have good catalytic effect on reductive dehydration of primary amide to nitrile under mild conditions using (EtO)₃SiH as reducing agent. The catalytic system is well tolerated to the substituents on the benzene ring in aromatic amides. Compared with electron-donating group, electron-withdrawing group is more advantageous to the catalytic reaction.
- iron hydride,
- selenophenol,
- Se-coordination,
- reductive amide dehydration,
- nitrile preparation
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