Issue 5, 2023

Redshifted and thermally bistable one-way quantitative hemithioindigo-derived photoswitches enabled by isomer-specific excited state intramolecular proton transfer

Abstract

We report bistable indole-containing hemithioindigos (HTIs) with one-way quantitative photoswitching properties. Supported by state-averaged CASPT2/CASSCF calculations, we propose a mechanism for the observed one-way photoswitching that involves an isomer-specific excited state intramolecular proton transfer (ESIPT). Additionally, we developed a thermally bistable oligomer-inspired bipyrrole-containing HTI, which displays large band separation and bidirectional near-quantitative photoisomerization in the near-infrared, bio-optical window.

Graphical abstract: Redshifted and thermally bistable one-way quantitative hemithioindigo-derived photoswitches enabled by isomer-specific excited state intramolecular proton transfer

Supplementary files

Article information

Article type
Communication
Submitted
11 10 2022
Accepted
06 12 2022
First published
12 12 2022

Chem. Commun., 2023,59, 563-566

Redshifted and thermally bistable one-way quantitative hemithioindigo-derived photoswitches enabled by isomer-specific excited state intramolecular proton transfer

M. Krell-Jørgensen, H. Zulfikri, M. G. Bonnevie, F. S. Bro, A. O. Dohn and L. Laraia, Chem. Commun., 2023, 59, 563 DOI: 10.1039/D2CC05548A

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