Pd/C-catalyzed transfer reduction of aryl chlorides with sodium formate in water

被引:37
作者
Arcadi, A
Cerichelli, G
Chiarini, M
Vico, R
Zorzan, D
机构
[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy
[2] Univ Teramo, Dipartimento Sci Alimenti, I-64023 Mosciano Stn, TE, Italy
关键词
reductive dechlorination; palladium; catalysis; sodium formate; aryl chlorides;
D O I
10.1002/ejoc.200400258
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sodium formate catalytic transfer reduction, in the presence of palladium on carbon, accomplishes not only the rapid dehalogenation of aromatic chlorocarbons in water at room temperature, but also the reduction of the aromatic moieties to alicyclic rings at 100degreesC. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
引用
收藏
页码:3404 / 3407
页数:4
相关论文
共 46 条
[31]   Catalytic hydrodechlorination of a PCB dielectric oil [J].
Murena, F ;
Schioppa, E ;
Gioia, F .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2000, 34 (20) :4382-4385
[32]   Catalytic hydrotreatment of water contaminated by chlorinated aromatics [J].
Murena, F ;
Gioia, F .
CATALYSIS TODAY, 2002, 75 (1-4) :57-61
[33]   Catalytic hydrodechlorination of decachlorobiphenyl [J].
Murena, F ;
Gioia, F .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2002, 38 (01) :39-50
[34]   Ammonium formate/palladium on carbon: A versatile system for catalytic hydrogen transfer reductions of carbon-carbon double bonds [J].
Paryzek, Z ;
Koenig, H ;
Tabaczka, B .
SYNTHESIS-STUTTGART, 2003, (13) :2023-2026
[35]   Hydrodehalogenation of halogenated aryl ketones under multiphase conditions. 6. pH Effect on the chemoselectivity and preliminary mechanistic investigation [J].
Perosa, A ;
Selva, M ;
Tundo, P .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11) :3934-3939
[36]   MECHANISM OF PALLADIUM-CATALYZED TRANSFER HYDROGENOLYSIS OF ARYL CHLORIDES BY FORMATE SALTS [J].
RAJAGOPAL, S ;
SPATOLA, AF .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1347-1355
[37]   Mild and general procedure for Pd/C-catalyzed hydrodechlorination of aromatic chlorides [J].
Sajiki, H ;
Kume, A ;
Hattori, K ;
Hirota, K .
TETRAHEDRON LETTERS, 2002, 43 (40) :7247-7250
[38]   Complete and truly catalytic degradation method of PCBs using Pd/C-Et3N system under ambient pressure and temperature [J].
Sajiki, H ;
Kume, A ;
Hattori, K ;
Nagase, H ;
Hirota, K .
TETRAHEDRON LETTERS, 2002, 43 (40) :7251-7254
[39]   Pd/C as a reusable catalyst for the coupling reaction of halophenols and arylboronic acids in aqueous media [J].
Sakurai, H ;
Tsukuda, T ;
Hirao, T .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (08) :2721-2722
[40]   Hydrodehalogenation of halogenated aryl ketones under multiphase conditions. 5. Chemoselectivity toward aryl alcohols over a Pt/C catalyst [J].
Selva, M ;
Tundo, P ;
Perosa, A .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3266-3271