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

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• 作者：Philipp Altmann ; Mirza Cokoja ; Fritz E. Kü ; hn ; ^{fritz.kuehn@ch.tum.de}
• 关键词：Epoxidation ; Homogeneous catalysis ; Methyltrioxorhenium (MTO) ; Schiff-base ; Hydrogen peroxide
• 刊名：Journal of Organometallic Chemistry
• 出版年：2012
• 出版时间：15 March, 2012
• 年：2012
• 卷：701
• 期：Complete
• 页码：51-55
• 全文大小：260 K

文摘

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 meta-position. 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.