Study on the influence of substituents upon the hydrogenation of nitrobenzene using a polymer-supported palladium-imidazole complex catalyst

被引:10
作者
Udayakumar, V. [1 ]
Alexander, S. [1 ]
Gayathri, V. [1 ]
Shivakumaraiah [2 ]
Viswanathan, B. [3 ]
机构
[1] Bangalore Univ, Dept Studies Chem, Bangalore 560001, Karnataka, India
[2] Siddaganga Inst Technol, Tumkur 572103, Karnataka, India
[3] IIT Madras, Natl Ctr Catalysis Res, Madras 600036, Tamil Nadu, India
关键词
Recoverable catalyst; Polymer-supported catalyst; Substituted nitrobenzene; Catalytic hydrogenation; Hammett's substituent constant; LIQUID-PHASE HYDROGENATION; AROMATIC NITRO-COMPOUNDS; SELECTIVE HYDROGENATION; M-DINITROBENZENE; REDUCTION; NITROCOMPOUNDS; KINETICS; WATER;
D O I
10.1007/s11144-011-0308-1
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
Hydrogenation of various nitroarenes by a polymer-supported palladium-imidazole complex at ambient conditions was investigated. The effect of various substituents upon the rate of hydrogenation of nitrobenzene was studied. The rate of para-substituted nitrobenzene hydrogenation was related to the corresponding Hammett substituent constant. The kinetics of hydrogenation and the reusability of the catalyst were also studied.
引用
收藏
页码:341 / 352
页数:12
相关论文
共 34 条
[1]   The reduction of aromatic nitro compounds to amines with hydrogen and platinum-oxide platinum black as a catalyst. XIV [J].
Adams, R ;
Cohen, FL ;
Rees, OW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1927, 49 :1093-1099
[2]   PROPERTIES OF HOMOGENEOUS AND HETEROGENEOUS RHENIUM CATALYSTS IN THE HYDROGENATION OF NITRO-COMPOUNDS [J].
BELOUSOV, VM ;
PALCHEVSKAYA, TA ;
BOGUTSKAYA, LV ;
ZYUZYA, LA .
JOURNAL OF MOLECULAR CATALYSIS, 1990, 60 (02) :165-172
[3]   Nitro compounds reduction via hydride transfer using mesoporous mixed oxide catalyst [J].
Chaubal, Nivedita S. ;
Sawant, Manohar R. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 261 (02) :232-241
[4]   RESIN-BOUND TRANSITION-METAL COMPLEXES [J].
COLLMAN, JP ;
COOKE, MP ;
DOLCETTI, G ;
HEGEDUS, LS ;
MARQUARD.DN ;
NORTON, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (05) :1789-&
[5]   Chemoselective hydrogenation of substituted nitroaromatics using novel water-soluble iron complex catalysts [J].
Deshpande, RM ;
Mahajan, AN ;
Diwakar, MM ;
Ozarde, PS ;
Chaudhari, RV .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (14) :4835-4838
[6]   HETEROGENEOUS CATALYTIC TRANSFER HYDROGENATION AND ITS RELATION TO OTHER METHODS FOR REDUCTION OF ORGANIC-COMPOUNDS [J].
JOHNSTONE, RAW ;
WILBY, AH ;
ENTWISTLE, ID .
CHEMICAL REVIEWS, 1985, 85 (02) :129-170
[7]   Selective hydrogenation.: II.: m-dinitrobenzene to m-nitroaniliine using palladium on carbon as catalyst [J].
Khilnani, VL ;
Chandalia, SB .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2001, 5 (03) :263-266
[8]   HOMOGENEOUS CATALYZED REDUCTION OF NITRO-COMPOUNDS .3. SYNTHESIS OF ALIPHATIC-AMINES [J].
KNIFTON, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (04) :519-520
[9]   HOMOGENEOUS CATALYZED REDUCTION OF NITRO-COMPOUNDS .4. SELECTIVE AND SEQUENTIAL HYDROGENATION OF NITROAROMATICS [J].
KNIFTON, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (07) :1200-1206
[10]   Effect of catalyst and substituents on the hydrogenation of chloronitrobenzenes [J].
Kratky, V ;
Kralik, M ;
Mecarova, M ;
Stolcova, M ;
Zalibera, L ;
Hronec, M .
APPLIED CATALYSIS A-GENERAL, 2002, 235 (1-2) :225-231