Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2941-2945.DOI: 10.6023/cjoc201903075 Previous Articles     Next Articles



郑婷婷ab, 王洋洋ac, 杨在孝a, 孙宏建a, 李晓燕a*()   

  1. a 山东大学化学与化工学院 教育部特种功能聚集体材料重点实验室 济南 250100
    b 首都师范大学化学系 北京 100048
    c 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2019-03-30 修回日期:2019-06-03 发布日期:2019-07-03
  • 通讯作者: 李晓燕
  • 基金资助:
    国家自然科学基金;国家自然科学基金(No. 21372143)

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

Zheng, Tingtingab, Wang, Yangyangac, Yang, Zaixiaoa, Sun, Hongjiana, Li, Xiaoyana*()   

  1. 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
  • Received:2019-03-30 Revised:2019-06-03 Published:2019-07-03
  • Contact: Li, Xiaoyan
  • Supported by:
    Project supported by the National Natural Science Foundation of China;Project supported by the National Natural Science Foundation of China(No. 21372143)

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.

Key words: iron hydride, selenophenol, Se-coordination, reductive amide dehydration, nitrile preparation