Halide substituted Schiff-bases: Different activities in methyltrioxorhenium(VII) catalyzed epoxidation via different substitution patterns

被引:17
作者
Altmann, Philipp [1 ]
Cokoja, Mirza [1 ]
Kuehn, Fritz E. [1 ]
机构
[1] Tech Univ Munich, Catalysis Res Ctr, Chair Inorgan Chem & Mol Catalysis, D-85747 Garching, Germany
关键词
Epoxidation; Homogeneous catalysis; Methyltrioxorhenium (MTO); Schiff-base; Hydrogen peroxide; MAIN-GROUP ELEMENTS; AQUEOUS HYDROGEN-PEROXIDE; TRANSITION-METALS; MULTIPLE BONDS; ORGANOMOLYBDENUM(VI) OXIDES; EFFICIENT EPOXIDATION; COMPLEXES; ALKENES; OXIDATION; ADDUCTS;
D O I
10.1016/j.jorganchem.2011.12.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This report shows the influence of halide substituted Schiff-bases as ligands of methyltrioxorhenium (MTO) in epoxidation catalysis. Therefore, selected Schiff-bases were prepared by the reaction of hydroxy-benzaldehydes and aniline derivates. These differently substituted Schiff-bases were tested as MTO-ligands in cyclooctene- and 1-octene-epoxidation. Although no great disparities among the substitution patterns have been found, some conclusions can be drawn. Flourines are inferior to chlorines or bromines as substituents. Halides in ortho-position lead to higher activities than in para- or metaposition. The balance between electron donating and withdrawing influences at the Schiff-base plays a prominent role in their utility as ligand to MTO in epoxidation catalysis. (C) 2011 Published by Elsevier B.V.
引用
收藏
页码:51 / 55
页数:5
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