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Frontiers of Chemical Science and Engineering

ISSN 2095-0179

ISSN 2095-0187(Online)

CN 11-5981/TQ

邮发代号 80-969

2019 Impact Factor: 3.552

Frontiers of Chemical Engineering in China  2009, Vol. 3 Issue (2): 196-200   https://doi.org/10.1007/s11705-009-0051-6
  RESEARCH ARTICLE 本期目录
β-Cyclodextrin promoted oxidation of primary amines to nitriles in water
β-Cyclodextrin promoted oxidation of primary amines to nitriles in water
Dongpo SHI, Hongbing JI(), Zhong LI
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China
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Abstract

A facile, efficient and substrate-selective oxidation of the primary amines with NaClO as oxidant catalyzed by β-cyclodextrin (β-CD) has been developed in water for the first time, and the behavior of β-cyclodextrin that catalyzed the primary amines to nitriles in water was investigated. It was found that the primary amines which could form host-guest complexes with β-cyclodextrin were oxidized to nitriles with excellent yields at ambient temperature. The results show that β-cyclodextrin worked not only as a solubilizing agent but also as a catalyst in these reactions.

Key wordssubstrate-selective    amines oxidation    β-cyclodextrin
收稿日期: 2008-04-18      出版日期: 2009-06-05
Corresponding Author(s): JI Hongbing,Email:jihb@mail.sysu.edu.cn   
 引用本文:   
. β-Cyclodextrin promoted oxidation of primary amines to nitriles in water[J]. Frontiers of Chemical Engineering in China, 2009, 3(2): 196-200.
Dongpo SHI, Hongbing JI, Zhong LI. β-Cyclodextrin promoted oxidation of primary amines to nitriles in water. Front Chem Eng Chin, 2009, 3(2): 196-200.
 链接本文:  
https://academic.hep.com.cn/fcse/CN/10.1007/s11705-009-0051-6
https://academic.hep.com.cn/fcse/CN/Y2009/V3/I2/196
Fig.1  
entryoxidanttimeConv.b)/%yieldb)/% (benzonitrile)yieldb)/% (benzaldehyde)
1O24 h000
2c)30% H2O2 (5 mL)4 h3550
310% NaClO(5 mL)20 min100982
4d)10% NaClO (5 mL)30 min100928
5e)10% NaClO (5 mL)2 h99918
6f)10% NaClO (5 mL)20 min92902
7g)10% NaClO (5 mL)20 min100982
810% NaClO (5 mL) + 5% HCl(5 mL)1 h100973
Tab.1  
entrysubstrateproductconv.b)/%timeyieldb)/%
110020 min98
2c)10030 min91
31001 h95
4c)1001 h87
51002 h98
6c)1001.5 h86
71001 h61
8c)1001 h63
91001 h93
10c)1001.5 h82
111001.5 h78
12c)1001 h77
Tab.2  
Fig.2  
Fig.3  
Fig.4  
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