We report a photochemical flow setup that exploits λ-orthogonal reactions using two different colours of light (λ =350 nm and λ =410 nm) in sequential on-line irradiation steps. Critically, both photochemically reactive units (a visible-light reactive chalcone and a UV-activated photo-caged diene) are present in the reaction mixture. We demonstrate the power of two colour photoflow by the wavelength-selective end group modification of photo-caged polymer end groups and the subsequent polymer ring closure driven by a [2+2] cycloaddition. Importantly, we evidence that the high energy gate does not induce the visible light reaction of the chalcone, which attests the true λ-orthogonal nature of the flow reaction system. For the first time, this study opens the realm of photoflow reactions to λ-orthogonal photochemistry.
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http://dx.doi.org/10.1002/anie.202003130 | DOI Listing |
Angew Chem Int Ed Engl
August 2020
Centre for Materials Science, School of Chemistry and Physics, Queensland University of Technology (QUT), 2 George St., Brisbane, QLD, 4000, Australia.
We report a photochemical flow setup that exploits λ-orthogonal reactions using two different colours of light (λ =350 nm and λ =410 nm) in sequential on-line irradiation steps. Critically, both photochemically reactive units (a visible-light reactive chalcone and a UV-activated photo-caged diene) are present in the reaction mixture. We demonstrate the power of two colour photoflow by the wavelength-selective end group modification of photo-caged polymer end groups and the subsequent polymer ring closure driven by a [2+2] cycloaddition.
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