Factors effecting the hydrogenation of fructose with a water soluble Ru-TPPTS complex. A comparison between homogeneous and heterogeneous catalysis

被引:30
作者
Heinen, AW [1 ]
Papadogianakis, G [1 ]
Sheldon, RA [1 ]
Peters, JA [1 ]
van Bekkum, H [1 ]
机构
[1] Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands
关键词
polysaccharides; TPPTS; ruthenium; D-fructose; D-mannitol; D-glucitol;
D O I
10.1016/S1381-1169(98)00288-X
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
Inulin, a polysaccharide containing one D-glucose and 10 to 50 D-fructose units, when hydrolysed and hydrogenated in a one pot approach, would be an attractive D-mannitol feedstock. For this purpose, the hydrogenation was studied with fructose as a model compound, using a water soluble, homogeneous catalyst. This catalyst contains ruthenium as the active metal, and trisulfonated triphenylphosphine (TPPTS, P(m-C6H4SO3Na)(3)), as the ligand. The effects of temperature, pressure, catalyst/substrate and ligand/metal ratios on the activity and selectivity were investigated. The reaction was shown to be homogeneously catalysed, despite the formation of some ruthenium particles at higher temperatures (>90 degrees C), and the active complex was studied with H-1 and P-31 NMR, Addition of HCl or salts (NaCl, Nal and CaCl2) increased the selectivity to D-glucitol and the catalytic activity. Upon deuterogenation of fructose with H-2 in D2O, D was built in only at the 2-position. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:17 / 26
页数:10
相关论文
共 15 条
[1]   HOMOGENEOUS CATALYSIS IN WATER .3. THE CATALYTIC-HYDROGENATION OF PROPIONALDEHYDE WITH (RUCL2L2)2, RUHCLL3, RUH(OAC)L3, RUH2L4, RUHIL3, RUCL2(CO)2L2 AND [RU(OAC)(CO)2L]2, (L=P(C6H4-MSO3NA)3.3H2O) - A KINETIC INVESTIGATION OF THE SALT EFFECT IN WATER [J].
FACHE, E ;
SANTINI, C ;
SENOCQ, F ;
BASSET, JM .
JOURNAL OF MOLECULAR CATALYSIS, 1992, 72 (03) :337-350
[2]   PARTICLE SIZING BY QUASI-ELASTIC LIGHT-SCATTERING [J].
FINSY, R .
ADVANCES IN COLLOID AND INTERFACE SCIENCE, 1994, 52 :79-143
[3]  
Gartner R., 1982, [No title captured], Patent No. [DE 32 35 030 Al, 3235030]
[4]   Water-soluble ruthenium complexes containing tris(m-sulfonatophenyl) phosphine (TPPTS). Preparation of a series of [Ru(H)(eta(6)-arene)(TPPTS)(2)]Cl complexes, [Ru(H)(2)(CO)(TPPTS)(3)] and revisited procedures for previously described ruthenium-TPPTS compounds [J].
Hernandez, M ;
Kalck, P .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) :117-130
[5]   Study of the hydrogenation of alpha,beta-unsaturated carbonyl compounds catalyzed by water-soluble ruthenium-TPPTS complexes [J].
Hernandez, M ;
Kalck, P .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) :131-146
[6]  
Jacobs P., 1989, Patent No. [EP0329923, 0329923]
[7]   Comparative study of homogeneous hydrogenation of D-glucose and D-mannose catalyzed by water soluble [Ru(tri(m-sulfophenyl)phosphine)] complex [J].
Kolaric, S ;
Sunjic, V .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 110 (03) :189-193
[8]   HOMOGENEOUS CATALYTIC-HYDROGENATION OF SUGARS [J].
KRUSE, WM ;
WRIGHT, LW .
CARBOHYDRATE RESEARCH, 1978, 64 (JUL) :293-296
[9]   CATALYTIC HYDROGENATIONS IN BIPHASIC LIQUID LIQUID-SYSTEMS .2. UTILIZATION OF SULFONATED TRIPOD LIGANDS FOR THE STABILIZATION OF COLLOIDAL RHODIUM DISPERSIONS [J].
LARPENT, C ;
PATIN, H .
JOURNAL OF MOLECULAR CATALYSIS, 1988, 44 (02) :191-195
[10]   RHODIUM(I) PRODUCTION DURING THE OXIDATION BY WATER OF A HYDROSOLUBLE PHOSPHINE [J].
LARPENT, C ;
DABARD, R ;
PATIN, H .
INORGANIC CHEMISTRY, 1987, 26 (17) :2922-2924