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【Vapourtec】Application Note 36 – [2+2] Photocycloaddition of Maleimide and 1-Hexyne

[2+2] Photocycloaddition of Maleimide and 1-Hexyne

This application note illustrates the use of the Vapourtec UV-150 photochemical reactor which allows access to continuous photochemistry in an easy-to-use, safe and efficient manner.

The [2+2] photocycloaddition of Maleimide and 1-Hexyne is a well established continuous photochemical reaction1. Due to the precise control of the irradiation time this transformation has been shown to be superior to the equivalent batch conditions when performing this problematic photochemical reaction on a larger scale.

This reaction was carried out with the UV-150 photochemical reactor to bench-mark the UV-150 againstcurrent proven technologies.

When considering continuous photochemistry it is useful to consider the light source as a reagent (but not one that can be added all at once). The lamp emits a flux (or stream) of photons which facilitate the reaction. The number of moles of photons the reaction sees will have a direct relationship with the productivity of the reaction.

 

Background

Continuous flow chemistry offers easy access to scaling reactions from milligrams to kilograms, and many successful examples have been documented. The Vapourtec UV-150 photochemical reactor extends these advantages by giving the chemist easy access to continuous photochemical reactions. Photochemistry is a valuable but underused synthetic tool and offers potentially shorter and more efficient synthetic routes as well as access to new chemical space.

 

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