Hydrogenolysis of aryl halides by hydrogen gas and hydrogen transfer over palladium-supported catalysts

被引:26
作者
Aramendia, MA [1 ]
Borau, V [1 ]
Carcía, IM [1 ]
Jiménez, C [1 ]
Marinas, A [1 ]
Marinas, JM [1 ]
Urbano, FJ [1 ]
机构
[1] Univ Cordoba, Fac Sci, Dept Organ Chem, E-14004 Cordoba, Spain
来源
COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE | 2000年 / 3卷 / 06期
关键词
hydrogen transfer; hydrogenolysis; aryl halides; palladium catalysts;
D O I
10.1016/S1387-1609(00)00143-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present work, the influence of the hydrogenolysis method (hydrogen gas or hydrogen transfer) as well as of the nature of the hydrogen donor (HCOOK or 2-propanol) on the results found for hydrodehalogenation of aryl halides is discussed. Potassium formate hydrogen transfer competitive reactions confirm the strong adsorption of iodobenzene over the catalyst, which inhibits the adsorption of the other aryl halides and of the hydrogen donor. However, when using propan-2-ol as donor, iodobenzene is easily hydrodehalogenated and even fluorobenzene can be reduced. As for liquid-phase hydrogenolysis by hydrogen gas, results indicate that reactivity order (BrBz > ClBz > IBz > FBz) depends on both the C-X bond dissociation energy and the adsorption strength of the halobenzene. (C) 2000 Academie des sciences / Editions scientifiques et medicales Elsevier SAS.
引用
收藏
页码:465 / 470
页数:6
相关论文
共 14 条
[1]   Comparison of different organic test reactions over acid-base catalysts [J].
Aramendía, MA ;
Boráu, V ;
García, IM ;
Jiménez, C ;
Marinas, A ;
Marinas, JM ;
Porras, A ;
Urbano, FJ .
APPLIED CATALYSIS A-GENERAL, 1999, 184 (01) :115-125
[2]   INHIBITION OF THE ADSORPTION OF CYCLOHEXENE BY PHENYLACETYLENE OVER A PD/SEPIOLITE CATALYST [J].
ARAMENDIA, MA ;
BORAU, V ;
JIMENEZ, C ;
MARINAS, JM ;
SEMPERE, ME ;
URBANO, FJ .
JOURNAL OF CATALYSIS, 1990, 124 (01) :286-288
[3]   A COMPARATIVE-STUDY OF THE LIQUID-PHASE REDUCTION OF ACRYLAMIDE AND METHACRYLAMIDE WITH CYCLOHEXENE AND WITH MOLECULAR-HYDROGEN OVER SEPIOLITE-SUPPORTED CATALYSTS [J].
ARAMENDIA, MA ;
BORAU, V ;
JIMENEZ, C ;
MARINAS, JM ;
SEMPERE, ME ;
URBANO, FJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (01) :74-80
[4]   Influence of the reaction conditions and catalytic properties on the liquid-phase hydrodechlorination of chlorobenzene over palladium-supported catalysts:: Activity and deactivation [J].
Aramendía, MA ;
Boráu, V ;
García, IM ;
Jiménez, C ;
Lafont, F ;
Marinas, A ;
Marinas, JM ;
Urbano, FJ .
JOURNAL OF CATALYSIS, 1999, 187 (02) :392-399
[5]   Destruction of chlorinated methanes by catalytic hydrolysis [J].
Bond, GC ;
RosaC, F .
CATALYSIS LETTERS, 1996, 39 (3-4) :261-263
[6]   Activity and product distribution of alumina supported platinum and palladium catalysts in the gas-phase oxidative decomposition of chlorinated hydrocarbons [J].
González-Velasco, JR ;
Aranzabal, A ;
Gutiérrez-Ortiz, JI ;
López-Fonseca, R ;
Gutiérrez-Ortiz, MA .
APPLIED CATALYSIS B-ENVIRONMENTAL, 1998, 19 (3-4) :189-197
[7]  
Malinowski A, 1998, APPL CATAL B-ENVIRON, V19, pL79
[8]   HYDRODEHALOGENATION OF POLYCHLORINATED AROMATIC HALIDES BY HYPOPHOSPHITE WITH PD/C CATALYST UNDER MULTIPHASE CONDITIONS [J].
MARQUES, CA ;
SELVA, M ;
TUNDO, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (04) :529-533
[9]   Reactor development for biodegradation of pentachlorophenol [J].
Pallerla, S ;
Chambers, RP .
CATALYSIS TODAY, 1998, 40 (01) :103-111
[10]   COMPETITIVE CATALYTIC HYDROGENATION OF BENZENE TOULENE AND POLYMETHYLBENZENE ON PLATINUM [J].
RADER, CP ;
SMITH, HA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (08) :1443-&