Selective hydrogenation of 1,10-phenanthrolines by silica-supported palladium nanoparticles

被引:12
|
作者
Bianchini, Claudio [1 ]
Dal Santo, Vladimiro [2 ]
Meli, Andrea [1 ]
Moneti, Simonetta [1 ]
Psaro, Rinaldo [2 ]
Sordelli, Laura [2 ]
Vizza, Francesco [1 ]
机构
[1] CNR, ICCOM, I-50019 Florence, Italy
[2] CNR, ISTM, I-20133 Milan, Italy
关键词
palladium catalysts; 1,10-phenanthroline; 2,9-dimethyl-1,10-phenanthroline; hydrogenation; heterogeneous catalysis;
D O I
10.1016/j.ica.2008.03.099
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The catalytic hydrogenation of 1,10-phenanthroline (Phen) or 2,9-dimethyl-1,10- phenanthroline (DMPhen) has been achieved using silica-supported palladium nanoparticles (Pd/SiO2) with metal contents of 1.98 or 9.95 wt%. With either catalyst, the hydrogenation regiochemistry has been effectively controlled by the reaction temperature. The catalyst with the higher metal content was selective for the hydrogenation of one heterocyclic ring of either substrate at 80 degrees C and for both external rings at 130 degrees C for Phen and at 160 degrees C for DMPhen. The catalyst with the lower metal content was more active and exhibited comparable selectivity. (c) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:3677 / 3680
页数:4
相关论文
共 50 条
  • [21] SELECTIVE HYDROGENATION TO PHENOL TO CYCLOHEXANONE CATALYZED BY A SILICA-SUPPORTED CHITOSAN-PALLADIUM COMPLEX
    TANG, LM
    HUANG, MY
    JIANG, YY
    MACROMOLECULAR RAPID COMMUNICATIONS, 1994, 15 (06) : 527 - 529
  • [22] SYNTHESIS OF CERTAIN POLYALKYL QUINOLINES AND 1,10-PHENANTHROLINES
    JOHN, KC
    CASE, FH
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1968, 13 (04): : 568 - &
  • [23] Synthesis of mono- and dialkylsubstituted 1,10-phenanthrolines
    Belser, P
    Bernhard, S
    Guerig, U
    TETRAHEDRON, 1996, 52 (08) : 2937 - 2944
  • [25] Properties and structure of two fluorinated 1,10-phenanthrolines
    Carlson, Brenden
    Flowers, Sarah
    Kaminsky, Werner
    Phelan, Gregory D.
    JOURNAL OF FLUORINE CHEMISTRY, 2015, 173 : 63 - 68
  • [26] ACID DISSOCIATION CONSTANTS OF SUBSTITUTED 1,10-PHENANTHROLINES
    SCHILT, AA
    SMITH, GF
    JOURNAL OF PHYSICAL CHEMISTRY, 1956, 60 (11): : 1546 - 1548
  • [27] Silica-supported dendrimer-palladium complex-catalyzed selective hydrogenation of dienes to monoolefins
    Zweni, PP
    Alper, H
    ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (06) : 725 - 731
  • [28] Novel and Simple Synthesis of Brominated 1,10-Phenanthrolines
    Vyprachticky, Drahomir
    Kankova, Dana
    Pokorna, Veronika
    Kminek, Ivan
    Dzhabarov, Vagif
    Cimrova, Vera
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2014, 67 (06) : 915 - 921
  • [29] Synthesis of concave 1,10-phenanthrolines by a combination of suzuki coupling, ring closing metathesis and hydrogenation
    Lüning, U
    Fahrenkrug, F
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (14) : 3119 - 3127
  • [30] Selective and efficient synthesis of di-, tri- and tetrasubstituted 1,10-phenanthrolines
    Dietrich-Buchecker, C
    Jiménez, MC
    Sauvage, JP
    TETRAHEDRON LETTERS, 1999, 40 (17) : 3395 - 3396