今日化学系列报告第111讲：Chelation-assisted, copper(II) acetate-catalyzed azide-alkyne cycloaddition and amine dehydrogenation-上海大学理学院化学系

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今日化学系列报告第111讲：Chelation-assisted, copper(II) acetate-catalyzed azide-alkyne cycloaddition and amine dehydrogenation


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报告题目：Chelation-assisted, copper(II) acetate-catalyzed azide-alkyne cycloaddition and amine dehydrogenation

报告时间：2014年06月26日，上午 10:00- 11:30

报告地点：Ha101

报告人：朱磊教授

朱磊教授，1997年毕业于北京大学，现为佛罗里达州立大学副教授，美国化学会会员，已独立发表论文30余篇。

报告摘要：In this presentation, I will talk about how an accidental discovery in the laboratory has grown into a full-fledged research project that is offering fresh mechanistic insights and new applications of copper-catalyzed reactions. The discovery of a variant of the copper(I)-catalyzed azide-alkyne cycloaddition reaction will be described in the first section. Copper(II) acetate without the addition of a reducing agent shows a dramatic accelerating effect. The copper(I) catalyst is produced via an inductive alkyne oxidative homocoupling reaction. The preferred azide substrates are those capable of binding the copper center at the alkylated azido nitrogen position via chelation. A mechanistic model accounting for the effectiveness of copper(II) acetate and chelating azides will be presented in the second part. In the last section, I will describe an unsymmetrical bisazide for a chemoselective sequential "click" ligation, which is developed based on the mechanistic understanding of the chelating azide-involved reactions. The mechanistic model of copper(II) acetate catalysis may be extended to other copper-mediated processes, of which a secondary amine dehydrogenation reaction will be described.

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