Resumen de Paternò–Büchi Reaction as a Demonstration of Chemical Kinetics and Synthetic Photochemistry Using a Light Emitting Diode Apparatus
Matthew P. Thompson, Jonathan Agger, Lu Shin Wong
The Paternò–Büchi 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.
