Metal-binding hydrazone photoswitches for visible light reactivity and variable relaxation kinetics

Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology
Kacey C HallKatherine J Franz

Abstract

The range of applications for photoswitching moieties is diverse, and the ability to design switches with variable photochemical and physical properties is consequently important for realizing their potential. Previously we reported on the photochromism of (E)-N'-(1-(2-hydroxyphenyl)ethylidene)isonicotinohydrazide (HAPI), an aroylhydrazone compound first developed as a transition metal chelator. Herein we report the synthesis of structurally related aroylhydrazone chelators and explore the effect of these modifications on their UVA, UVC and blue light photoreactivity, photostationary state composition, photoisomer thermal stability, and relative iron(iii) binding affinity. These findings will inform the next generation of aroylhydrazone photoswitches for metal-gated photoswitching applications.

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Citations

Nov 5, 2019·Physical Chemistry Chemical Physics : PCCP·Bernard MravecMarek Cigáň
Feb 18, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Bernard MravecAndrea Bianco
Oct 1, 2021·Chemical Society Reviews·Jana VolarićBen L Feringa

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BETA
NMR
Nuclear magnetic resonance

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Prism

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