Copper(II) acetylacetonate anchored onto an activated carbon as a heterogeneous catalyst for the aziridination of styrene

被引:48
作者
Silva, AR
Figueiredo, JL
Freire, C [1 ]
de Castro, B
机构
[1] Univ Porto, Fac Ciencias, Dept Quim, REQUIMTE, P-4169007 Oporto, Portugal
[2] Univ Porto, Fac Engn, Dept Engn Quim, Lab Catalise & Mat, P-4200465 Oporto, Portugal
关键词
copper(II) complexes; Schiff bases; activated carbon; anchoring; aziridination;
D O I
10.1016/j.cattod.2005.02.016
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Copper(II) acetylacetonate anchored onto a triamine functionalised activated carbon, [Cu(acac)(2)trien] @AC, was tested in the aziridination of styrene, using PhI = NTs as nitrogen source and acetonitrile as solvent, at room temperature. The styrene conversion and total TON of the heterogeneous phase reaction are similar to those relating the same reaction catalysed in homogeneous phase by [Cu(acac)(2)]; nevertheless, the initial activity decreases and reaction time increases due to substract and product diffusion limitations. The heterogeneous catalyst could be reused in further catalytic reactions for four times with successive increase in styrene conversion, initial activity and thus in the total turnover number (TON, better than in homogeneous phase reaction). No metal complex leaching was observed after the consecutive catalytic reactions. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:154 / 159
页数:6
相关论文
共 27 条
  • [1] Activities and stabilities of heterogeneous catalysts in selective liquid phase oxidations: recent developments
    Arends, IWCE
    Sheldon, RA
    [J]. APPLIED CATALYSIS A-GENERAL, 2001, 212 (1-2) : 175 - 187
  • [2] AYLO S, 2001, J CHEM SOC P2, P1714
  • [3] Bird A. J., 1987, CATALYST SUPPORTS SU
  • [4] Transition-metal ligands bound onto the micelle-templated silica surface
    Brunel, D
    Bellocq, N
    Sutra, P
    Cauvel, A
    Laspéras, M
    Moreau, P
    Di Renzo, F
    Galarneau, A
    Fajula, F
    [J]. COORDINATION CHEMISTRY REVIEWS, 1998, 178 : 1085 - 1108
  • [5] Chiral Schiff base complexes of copper(II), vanadium(IV) and nickel(II) as oxidation catalysts.: X-ray crystal structures of [Cu(R-salpn)(OH2)] and [Cu(±-busalcx)]
    Bunce, S
    Cross, RJ
    Farrugia, LJ
    Kunchandy, S
    Meason, LL
    Muir, KW
    O'Donnell, M
    Peacock, RD
    Stirling, D
    Teat, SJ
    [J]. POLYHEDRON, 1998, 17 (23-24) : 4179 - 4187
  • [6] Utilisation of homogeneous and supported chiral metal(salen) complexes in asymmetric catalysis
    Canali, L
    Sherrington, DC
    [J]. CHEMICAL SOCIETY REVIEWS, 1999, 28 (02) : 85 - 93
  • [7] Che CM, 2002, EUR J INORG CHEM, P1456
  • [8] COPPER-CATALYZED AZIRIDINATION OF OLEFINS BY (N-(PARA-TOLUENESULFONYL)IMINO)PHENYLIODINANE
    EVANS, DA
    FAUL, MM
    BILODEAU, MT
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) : 6744 - 6746
  • [9] Recoverable catalysts for asymmetric organic synthesis
    Fan, QH
    Li, YM
    Chan, ASC
    [J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3385 - 3465
  • [10] Modification of the surface chemistry of activated carbons
    Figueiredo, JL
    Pereira, MFR
    Freitas, MMA
    Orfao, JJM
    [J]. CARBON, 1999, 37 (09) : 1379 - 1389