PMHS/RuCl3 as an Efficient System for Reduction of Amide to Amine

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (12): 1921-1924. Previous Articles Next Articles

Notes

含氢硅油-三氯化钌催化酰胺的还原反应研究

张帆，李云庆，王家喜*

(河北工业大学化工学院天津 300130)

收稿日期:2010-02-28 修回日期:2010-05-19 发布日期:2010-07-05
通讯作者: 王家喜 E-mail:jwang252004@126.COM
基金资助:
基于二氧化碳氢化反应的负载催化剂的设计及性能研究

PMHS/RuCl₃ as an Efficient System for Reduction of Amide to Amine

ZHANG Fan, LI Yun-Qing, WANG Jia-Xi

(School of Chemical Engineering, Heibei University of Technology, Tianjin 300130)

Received:2010-02-28 Revised:2010-05-19 Published:2010-07-05
Contact: WANG Jia-Xi E-mail:jwang252004@126.COM
Supported by:
Designs and Properites of Supported Catalysts Based on Hydrogenation of Carbon Dioxide

Abstract

The reduction of amide promoted by “in situ” formed ruthenium phosphine complex was carried out using polymethylhydrosiloxane as reductive reagent. The effects of structure of the amide, solvent and ligand on the catalytic efficiency and the product have been evaluated. The amide with secondary or primary amine group produces to the corresponding tertiary amine and secondary amine. The reaction of acrylamide with polymethylhydrosiloxane is complicated to produce acrylonitrile, propionitrile and polymer with the siloxane-based linked polyacrylamide and polyacrylonitrile.

Key words: polymethylhydrosiloxane, reduction of amide, ruthenium complex, catalytic hydrogenation, preparation of amine

Cite this article

ZHANG Fan, LI Yun-Qing, WANG Jia-Xi. PMHS/RuCl₃ as an Efficient System for Reduction of Amide to Amine[J]. Chin. J. Org. Chem., 2010, 30(12): 1921-1924.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Yue Zhu, Lu Chen, Jing Zhao, Qingrong Sun, Weiqing Yang, Haiyan Fu, Menglin Ma. Synthesis of Quinoline Derivatives by Friedländer Reaction Catalyzed by Ruthenium Complexes of Substituted 8-Hydroxyquinoline [J]. Chinese Journal of Organic Chemistry, 2023, 43(7): 2528-2542.
[2]	Mei Wang, Huihua Gong, Haiyan Fu, Xueli Zheng, Hua Chen, Ruixiang Li. Ruthenium Complex-Catalyzed Tandem Reactions of Alcohols with Acetonitriles for Synthesis of α-Substituted Amides [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2418-2427.
[3]	Fang Xiaolong, Zhang Min, Duan Ning, Wang Xin, Zhu Hongping. Synthesis and Catalytic Property of New Aminophosphino Ruthenium Carbonyl Complexes [J]. Chinese Journal of Organic Chemistry, 2020, 40(1): 226-231.
[4]	Zhang Yiwei, Chen Yilin, Fang Xiaolong, Yuan Youzhu, Zhu Hongping. Advances for the Ruthenium Complexes-Based Homogeneous Catalytic Hydrogenation of Oxalates to Ethylene Glycol [J]. Chin. J. Org. Chem., 2017, 37(9): 2275-2286.
[5]	Li Yong, Wang Zheng, Liu Qingbin. Progress in Homogeneous Catalytic Hydrogenation of CO₂ [J]. Chin. J. Org. Chem., 2017, 37(8): 1978-1990.
[6]	Wang Hui, Zheng Yi, Pan Zhentao, Fu Hongliang, Ling Fei, Zhong Weihui. Progress of Frustrated Lewis Pairs in Catalytic Hydrogenation [J]. Chin. J. Org. Chem., 2017, 37(2): 301-313.
[7]	Gao Anli, Ye Qingsong, Yu Juan, Liu Weiping. Research Advances of the Chiral Binap-Ru(II) Catalysts in Asymmetric Hydrogenation Reactions [J]. Chin. J. Org. Chem., 2017, 37(1): 47-78.
[8]	Wang Qinting, Zhao Shuai, Jin Lei, Chen Xin. Synthesis of Fmoc-protected (S)-3,5-Dibromophenylalanine in the Presence of a Phase Transfer Catalyst or a Chiral Catalyst [J]. Chin. J. Org. Chem., 2016, 36(9): 2242-2246.
[9]	Li Xiaowei, Zhou Jin, Zhuo Shuping. Synthesis of N-Heterocyclic Carbene Ruthenium Complex and Application as Catalyst for Suzuki Coupling Reaction [J]. Chin. J. Org. Chem., 2014, 34(10): 2063-2067.
[10]	Cheng Yinan, Xie Guiying, Sun Shujun, You Xiufeng. A Practical Synthesis of 3-{[4-(2,6-Dichlorophenyl)piperidin-1-yl]- methyl}-2-(thiophen-2-yl)-1H-indole as a New Ligand for Opioid Receptor Like 1 Receptor [J]. Chin. J. Org. Chem., 2013, 33(03): 630-633.
[11]	Ma Kaiqing, Zhang Chunbo, Liu Mingming, Chu Yong, Hu Changqi, Ye Deyong. Asymmetric Total Synthesis of 4(15)-Eudesmene-1β,7α-diol [J]. Chin. J. Org. Chem., 2012, 32(04): 781-785.
[12]	WANG Ping-An, SUN Xiao-Li, GAO Peng. Frustrated Lewis Pairs: A New Strategy for Metal-Free Catalytic Hy-drogenation [J]. Chin. J. Org. Chem., 2011, 31(9): 1369-1376.
[13]	MA Run-Zhi, LI Yun-Qiang, ZHOU Hong-Yong, WANG Jia-Chi. Preparation of N,N-Dibutylformylamide—Hydrogenation of Carbon Dioxide in Presence of Dibutylamine [J]. Chin. J. Org. Chem., 2009, 29(11): 1843-1848.
[14]	GONG Da-Chun*^,a,b,ZHOU Hua^b,WEI Ping^b, WANG Tai-Shan^c,OUYANG Ping-Kai^b. Synthesis of Aminophosphine Phosphinite Ligand Bis(oxaza-phospholano)-ethane with C₂-Symmetric Axis and Its Application in Asymmetric Hydrogenation [J]. Chin. J. Org. Chem., 2008, 28(04): 638-643.
[15]	TAO Ming^1,2,CHEN Li,XIONG Wei^1,2,YUAN Mao-Lin CHEN Hua*^,1,LI Xian-Jun. Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl₂(BISBI)(R,R-DPEN) [J]. Chin. J. Org. Chem., 2006, 26(04): 559-562.

含氢硅油-三氯化钌催化酰胺的还原反应研究

PMHS/RuCl₃ as an Efficient System for Reduction of Amide to Amine

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments