Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin

doi:10.1016/S1872-2067(10)60239-2

催化学报 ›› 2011, Vol. 32 ›› Issue (5): 807-811.DOI: 10.1016/S1872-2067(10)60239-2

Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin

M. BOLTZ, A. BLANC, G. LAUGEL, P. PALE, B. LOUIS*

Laboratoire de Synthèse et Réactivité Organiques, Institut de Chimie, UMR 7177 CNRS, Université de Strasbourg, 4 rue Blaise Pascal, 67000, Strasbourg Cedex, France

收稿日期:2011-03-29 修回日期:2011-04-25 出版日期:2011-05-31 发布日期:2014-09-29

Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin

M. BOLTZ, A. BLANC, G. LAUGEL, P. PALE, B. LOUIS*

Laboratoire de Synthèse et Réactivité Organiques, Institut de Chimie, UMR 7177 CNRS, Université de Strasbourg, 4 rue Blaise Pascal, 67000, Strasbourg Cedex, France

Received:2011-03-29 Revised:2011-04-25 Online:2011-05-31 Published:2014-09-29

摘要/Abstract

摘要： Mononuclear Cu(II) bipyridine (1) and phenantroline complexes (2) were synthesized and immobilized by different procedures on H₃PW₁₂O₄₀ polyoxometalate (POM). Characterization by XRD and SEM-EDX were performed to assess the preservation of the Keggin structure and stoichiometry of the complex. The immobilized complexes were tested as heterogeneous catalysts for the partial oxidation of tetralin (1,2,3,4-tetrahydronaphthalene) using hydrogen peroxide as oxidant in acetonitrile/water as solvent. [Cu(2,2'-bpy)Cl][H₂PW₁₂O₄₀] and [Cu(1,10-phen)Cl][H₂PW₁₂O₄₀] oxidized tetralin at room temperature, with 16% conversion with (2), to 1-tetralone and 2-tetralone with 83% selectivity. However, the selectivity for 1-tetralone was only 56%. Different preparation methods for the heterogenization of these complexes on the POM Keggin unit were compared and used to enhance the selectivity to 1-tetralone to 75%.

关键词: tetralin, partial oxidation, Cu(II) complexes, 2,2'-bipyridine, 1,10-phenantroline, hydrogen peroxide, polyoxometalate

Abstract: Mononuclear Cu(II) bipyridine (1) and phenantroline complexes (2) were synthesized and immobilized by different procedures on H₃PW₁₂O₄₀ polyoxometalate (POM). Characterization by XRD and SEM-EDX were performed to assess the preservation of the Keggin structure and stoichiometry of the complex. The immobilized complexes were tested as heterogeneous catalysts for the partial oxidation of tetralin (1,2,3,4-tetrahydronaphthalene) using hydrogen peroxide as oxidant in acetonitrile/water as solvent. [Cu(2,2'-bpy)Cl][H₂PW₁₂O₄₀] and [Cu(1,10-phen)Cl][H₂PW₁₂O₄₀] oxidized tetralin at room temperature, with 16% conversion with (2), to 1-tetralone and 2-tetralone with 83% selectivity. However, the selectivity for 1-tetralone was only 56%. Different preparation methods for the heterogenization of these complexes on the POM Keggin unit were compared and used to enhance the selectivity to 1-tetralone to 75%.

Key words: tetralin, partial oxidation, Cu(II) complexes, 2,2'-bipyridine, 1,10-phenantroline, hydrogen peroxide, polyoxometalate

M. BOLTZ, A. BLANC, G. LAUGEL, P. PALE, B. LOUIS. Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin[J]. 催化学报, 2011, 32(5): 807-811.

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Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin

Heterogeneization of [Cu(2,2'-bpy)Cl2] and [Cu(1,10-phen)Cl2] on Polyoxometalates: New Catalysts for the Selective Oxidation of Tetralin

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