Paternò-Büchi Reaction as a Demonstration of Chemical Kinetics and Synthetic Photochemistry Using a Light Emitting Diode Apparatus

Paternò-Büchi Reaction as a Demonstration of Chemical Kinetics and Synthetic Photochemistry Using a Light Emitting Diode Apparatus
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使用发光二极管装置演示 Paternò-Büchi 反应的化学动力学和合成光化学

DOI:
10.1021/acs.jchemed.5b00129
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发表时间:
2015
影响因子:
3
通讯作者:
L. Wong
L. Wong
中科院分区:
化学2区
文献类型:
--
作者:
M. Thompson;J. R. Agger;L. Wong

文献摘要

被引文献

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Paterno-Buchi光环加成反应被用作物理有机最后一年本科实验室实验的基础,旨在强调现代化学实践的多学科方法。这些反应使用市售的基于LED的光源进行,这为光化学教学提供了方便和安全的工具。使用一系列取代的苯甲醛和呋喃,可以进行实验以测量反应速率并分离产物用于结构测定。实验范围广泛,涵盖机械光化学,化学动力学和光化学有机合成,以整体的方式向学生展示通常单独教授的主题如何结合在一起。报道的实验方案还提供了光化和量子产率测定,以及基于NMR的结构分析,作为进一步阐述实验方案的潜在途径。
The Paterno–Buchi photocycloaddition reaction is used as the basis for physical–organic final-year undergraduate laboratory experiments designed to emphasize the multidisciplinary approach to modern-day chemical practice. These reactions are performed using commercially available LED-based light sources, which offer a convenient and safe tool for teaching photochemistry. Using a series of substituted benzaldehydes and furan, experiments can be conducted to measure reaction rates and to isolate the products for structure determination. The experiments are deliberately broad in scope, covering mechanistic photochemistry, chemical kinetics, and photochemical organic synthesis in a holistic manner in order to demonstrate to students how topics usually taught separately are brought together. The reported experimental program also offers actinometry and quantum yield determinations, as well as NMR-based structural analysis, as potential routes for further elaboration of the experimental program.