Hydroxylation of Phenol Catalyzed by Oxovanadium(IV) of Salen-Type Schiff Base Complexes with Hydrogen Peroxide

被引：35
作者：
Alsalim, Tahseen A. [2 ]
Hadi, Jabbar S. [2 ]
Al-Nasir, Einas A. [2 ]
Abbo, Hanna S. [1 ]
Titinchi, Salam J. J. [1 ]
机构：
[1] Univ Western Cape, Dept Chem, ZA-7535 Cape Town, South Africa
[2] Univ Basrah, Dept Chem, Coll Educ, Basrah, Iraq
来源：
CATALYSIS LETTERS | 2010年 / 136卷 / 3-4期
关键词：
Phenol hydroxylation; Oxovanadium(IV) complexes; Salen-type Schiff base; Catalytic activity; Selectivity; MAGNETIC-PROPERTIES; ZEOLITE-Y; VANADIUM; COPPER(II); OXIDATIONS; TRIDENTATE; CHEMISTRY; PROTEINS; IMIDES; MODEL;
D O I：
10.1007/s10562-010-0326-z
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：
Active and highly selective catalytic systems of oxovanadium(IV) salen-type have been prepared and characterized by various physico-chemical techniques. Substituted salen-type Schiff base ligands were prepared from 3-ethoxy salicylaldehyde with 1,2-diaminobenzene and 1,8-diaminonaphthalene abbreviated (EtOsalphen) and (EtOsalnaph), respectively. The catalytic activity of the complexes for hydroxylation of phenol to catechol and hydroquinone using H(2)O(2) as an oxidant has been studied. The best suited reaction conditions were obtained by considering the effect of solvent, concentration of substrate, reaction time, concentration of catalyst and temperature. Under the optimized reaction conditions, VO-(EtOsalphen) catalyst shows high conversion (71%) at a short reaction time (2 h) with selectivity of 92.5% towards catechol, while VO-(EtOsalnaph) complex also shows higher conversion (76.6%) after longer reaction time (6 h) with almost similar selectivity to catechol (94.2%).
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页码：228 / 233
页数：6
相关论文
共 33 条
  • [1] Di-, tri- and tetra-valent ion-exchanged NaY zeolite: Active heterogeneous catalysts for hydroxylation of benzene and phenol
    Abbo, Hanna S.
    Titinchi, Salam J. J.
    [J]. APPLIED CATALYSIS A-GENERAL, 2009, 356 (02) : 167 - 171
  • [2] Novel peroxidase mimics:: μ-Aqua manganese-Schiff base dimers
    Bermejo, Manuel R.
    Fernandez, M. Isabel
    Gonzalez-Noya, Ana M.
    Maneiro, Marcelino
    Pedrido, Rosa
    Rodriguez, M. Jesus
    Garcia-Monteagudo, Juan C.
    Donnadieu, Bruno
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2006, 100 (09) : 1470 - 1478
  • [3] 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
  • [4] 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
  • [5] Cobalt catalysts for the alternating copolymerization of propylene oxide and carbon dioxide: Combining high activity and selectivity
    Cohen, CT
    Chu, T
    Coates, GW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (31) : 10869 - 10878
  • [6] Metal-Salen Schiff base complexes in catalysis: practical aspects
    Cozzi, PG
    [J]. CHEMICAL SOCIETY REVIEWS, 2004, 33 (07) : 410 - 421
  • [7] The chemistry and biochemistry of vanadium and the biological activities exerted by vanadium compounds
    Crans, DC
    Smee, JJ
    Gaidamauskas, E
    Yang, LQ
    [J]. CHEMICAL REVIEWS, 2004, 104 (02) : 849 - 902
  • [8] Recent progress towards the understanding of metal-salen catalysed asymmetric alkene epoxidation
    Dalton, CT
    Ryan, KM
    Wall, VM
    Bousquet, C
    Gilheany, DG
    [J]. TOPICS IN CATALYSIS, 1998, 5 (1-4) : 75 - 91
  • [9] Synthesis, characterization and catalytic study of [N,N′-bis(3-ethoxysalicylidene)-m-xylylenediamine]oxovanadium(IV) complex
    de Azevedo Marques, Ana Paula
    Dockal, Edward Ralph
    Skrobot, Fabiana C.
    Viana Rosa, Ieda Lucia
    [J]. INORGANIC CHEMISTRY COMMUNICATIONS, 2007, 10 (03) : 255 - 261
  • [10] Felicio RC, 1999, SYN REACT INORG MET, V29, P171
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