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轻化名师讲坛(五十五)预告:Curiosity Driven New Reactivity Discovery

作者:   来源:      发布日期:2017-12-07   浏览:

讲座嘉宾:史晓东教授(美国南佛罗里达大学化学系)

讲座主持:霍延平教授

讲座时间:2017年12月8日(周五)16:00-17:00

讲座地点:工四-202

讲座主题:Curiosity Driven New Reactivity Discovery

报告人简介:

史晓东,美国南佛罗里达大学化学系有机化学教授。1994年在南开大学获得学士学位,2002年在美国马里兰大学获得博士学位,2002至2005年在加州大学伯克利分校进行博士后研究。2005年开始在美国西弗吉尼亚大学化学系任助理教授,2011年5月获得副教授职位。2015年开始在美国南佛罗里达大学化学系任副教授,2017年获得教授职位。史晓东教授的研究涉及有机合成方法学(金催化)、化学生物学以及材料化学等领域,在J. Am. Chem. Soc.(9篇)、Angew. Chem. Int. Ed.(9篇)、Chem. Sci.Org. Lett.Chem. Commun.等国际高水平期刊上共发表论文110余篇。

讲座摘要:

Homogeneous gold catalysis has been developed explosively during the past decades. Despite theremarkable electrophilic activation of alkynes by cationic Au(I) catalysts, such as PPh3Au+, onechallenge is to overcome their poor stability at high temperature. However, in order to activate someless reactive substrates, such as internal alkynes, harsher reaction conditions are usually required.

As a goodσ-donor andπ-receptor, triazole has been applied as a ligand to improve the stability ofcationic Au(I) catalysts. Taking advantage of the good stability of triazole-Au(I) complexes (TA-Au),we successfully achieved good reactivity of intermolecular hydroamination for both terminal andinternal alkynes. Unlike previous reported gold catalysts, the TA-Au catalysts activate alkynesselectively over allenes. With this excellent chemoselectivity, TA-Au catalysts showed interestingreactivity in propargyl ester and vinyl ether rearrangement. This facilitates the development of otherwisechallenging transformations, for instance, asymmetric synthesis of substituted allenes, Schmittelcyclization, dienal synthesis, and so on.

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