Metal-binding hydrazone photoswitches for visible light reactivity and variable relaxation kinetics. Issue 11 (31st October 2017)

• Record Type: Journal Article
• Authors: Hall, Kacey C.; Franks, Andrew T.; McAtee, Rory C.; Wang, Michael S.; Lu, Vivian I.; Franz, Katherine J.
• Is Part Of: Photochemical & photobiological sciences. Volume 16:Issue 11(2017)
• Page Start: 1604
• Page End: 1612
• Publication Date: 2017-10-31
• Subjects: Photochemistry -- Periodicals; Photobiology -- Periodicals; 541.35
• DOI: 10.1039/c7pp00173h
• Languages: English
• ISSNs: 1474-905X

Abstract

Abstract : Photoactive aroylhydrazones demonstrate variability in UVA, UVC and blue light photoreactivity, photostationary state composition, photoisomer thermal stability, and relative iron(iii ) binding affinity in ways that may inform metal-gated photoswitching applications. 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.