Arene and Phenol oxidation with hydrogen peroxide using 'sandwich' type substituted polyoxometalates as catalysts

被引:33
作者
Egusquiza, Maria G. [1 ]
Romanelli, Gustavo P. [1 ]
Cabello, Carmen I. [1 ]
Botto, Irma L. [2 ]
Thomas, Horacio J. [1 ]
机构
[1] UNLP, CONICET, CINDECA, Ctr Invest & Desrarrollo Ciencias Aplicadas, RA-1900 La Plata, Argentina
[2] Univ Nacl La Plata, Fac Ciencias Exactas, CEQUINOR, Ctr Quim Inorgan, RA-1900 La Plata, Argentina
关键词
green oxidation reactions; phenols; arenes; quinones; heteropolyoxotungstates; hydrogen peroxide;
D O I
10.1016/j.catcom.2007.04.026
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
The fused polycyclic systems (phenantrene, anthracene, naphthalene), naphthols (I and 2), phenol, polyalkyl-substituted phenols (hydroquinone, catechol, m-methoxyphenol, o-cresol) and toluene were catalytically oxidized with H2O2 Using a lacunary phosphotungstic acid derivative whose formula is Na8H[Delta PW9O34]center dot 19H(2)O (Delta-PW9). The reaction was carried out under homogeneous conditions of catalysis at 55 degrees C, using acetone as solvent. Under such conditions, the naphthols were selectively oxidized in the presence of phenols. It was observed that the conversion to quinones from naphthols was higher than that from polycyclic fused systems. Considering the performance of the above mentioned reactions, the 2-naphthol oxidation was selected to test the complex heteropoly-tungstate catalysts. These catalysts are derived from the coupling of two fragments [PW9O34] (lacunar, Keggin-like, Delta-PW9) of general formula K-10[(PW9O34)(2)M-4(H2O)(2)]center dot 20H(2)O in which M stands for Co, Zn and Mn divalent ions. The reaction was evaluated by using acetone and/or acetonitrile solvents at their reflux temperatures. Under such conditions, the P-naphthol was selectively oxidized to 1,2-naphthoquinone. The catalytic selectivity and the influence of the heteropolytungstate metallic clusters on the primary lacunar phase were also comparatively analyzed. (c) 2007 Elsevier B.V. All rights reserved.
引用
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页码:45 / 50
页数:6
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