Journal
REACTION CHEMISTRY & ENGINEERING
Volume 4, Issue 5, Pages 828-837Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8re00314a
Keywords
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Funding
- LASeR Association-Lebanon
- European Community (FEDER)
- Region Haut de France (France)
- CNRS
- Universite de Lille, Faculte des Sciences et Technologies
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A catalytically sensitized intramolecular [2 + 2] photocycloaddition reaction of 3-alkenyloxy-2-cycloalkenones onto cyclobutanes was studied using a flow microreactor irradiated by high power UV-A LEDs. During the course of the study we also identified an ionic liquid photosensitizer that facilitates the purification of the photocycloaddition product. Good to excellent yields were obtained in flow for a variety of substrates by applying significantly shorter residence times than those needed in a conventional batch reactor. The flow device enabled the determination of highly accurate kinetic data which supported a second order reaction rate in the substrate and photocatalyst for the [2 + 2] photocycloaddition reaction and a first order in the photocatalyst for the pinacolisation of the sensitizer. Furthermore, the kinetic model and flow chemistry data enabled us to obtain excellent fits for both cyclobutane and pinacol even at almost full conversions.
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