Hydrogenation of nitroaromatics by polymer-anchored bimetallic palladium-ruthenium and palladium-platinum catalysts under mild conditions

被引:94
作者
Yu, ZK [1 ]
Liao, SJ [1 ]
Xu, Y [1 ]
Yang, B [1 ]
Yu, DR [1 ]
机构
[1] CHINESE ACAD SCI,DALIAN INST CHEM PHYS,DALIAN 116023,PEOPLES R CHINA
基金
中国国家自然科学基金;
关键词
nitroaromatics hydrogenation; palladium-ruthenium; palladium-platinum; polymers; aniline;
D O I
10.1016/S1381-1169(96)00420-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Polymer-anchored monometallic palladium catalyst PVP-PdCl2 (PVP = poly(N-vinyl-2-pyrrolidone)) exhibits very high activity for the hydrogenation of p-chloronitrobenzene (CNB) to aniline (AN) in the presence of base at 65 degrees C and atmospheric pressure. In this case, the substrate is rapidly hydrodechlorinated to nitrobenzene (NB) which is then reduced to AN. Using the polymer-anchored bimetallic palladium-ruthenium catalyst, PVP-PdCl2-RuCl3, and in the presence of 1.0 mol% of sodium acetate, a strong synergic effect gives rise to a remarkable increase of the selectivity for p-chloroaniline (CAN) and the maximum selectivity of CAN is up to 94%. For the hydrogenation of the non-halo-substituted nitroaromatics to the corresponding aromatic amines, the monometallic PVP-PdCl2 catalyst only shows mild or poor activity, but the colloidal polymer-anchored bimetallic palladium-platinum catalyst, PVP-Pd-1/4Pt, exhibits very high activity and selectivity.
引用
收藏
页码:247 / 255
页数:9
相关论文
共 32 条
[11]   CATALYTIC HYDRODECHLORINATION OF CHLOROPHENOLS [J].
HOKE, JB ;
GRAMICCIONI, GA ;
BALKO, EN .
APPLIED CATALYSIS B-ENVIRONMENTAL, 1992, 1 (04) :285-296
[12]  
KANEDA K, 1994, J MOL CATAL, V88, P267
[13]  
Kosak J. R., 1977, U.S. Patent, Patent No. [4,020,107, 4020107]
[14]  
Kosak J. R, 1982, Eur. Pat, Patent No. [0,073,105, 0073105]
[15]  
LI YL, 1981, J CATAL, V2, P42
[16]   FACILE HYDRODEHALOGENATION WITH HYDROGEN AND PD/C CATALYST UNDER MULTIPHASE CONDITIONS [J].
MARQUES, CA ;
SELVA, M ;
TUNDO, P .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (19) :5256-5260
[17]   HOMOGENEOUS MULTIMETALLIC CATALYSTS .10. FORMYLATION OF ARYL AND ALKENYL IODIDES BY PALLADIUM RUTHENIUM BIMETALLIC CATALYSTS [J].
MISUMI, Y ;
ISHII, Y ;
HIDAI, M .
JOURNAL OF MOLECULAR CATALYSIS, 1993, 78 (01) :1-8
[18]  
NORMURA K, 1995, J MOL CATAL, V95, P203
[19]   HOMOGENEOUS, PALLADIUM-CATALYZED, SELECTIVE HYDROGENOLYSIS OF ORGANOHALIDES [J].
PRIBAR, I ;
BUCHMAN, O .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :734-736
[20]  
Rylander P.N., 1979, Catalytic Hydrogenation in Organic Synthesis