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

Journal Article

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.

Full Text

Duke Authors

Cited Authors

  • Hall, KC; Franks, AT; McAtee, RC; Wang, MS; Lu, VI; Franz, KJ

Published Date

  • November 2017

Published In

Volume / Issue

  • 16 / 11

Start / End Page

  • 1604 - 1612

PubMed ID

  • 29086784

Electronic International Standard Serial Number (EISSN)

  • 1474-9092

International Standard Serial Number (ISSN)

  • 1474-905X

Digital Object Identifier (DOI)

  • 10.1039/c7pp00173h

Language

  • eng