Issue 45, 2023

Tethered together: DASA design towards aqueous compatibility

Abstract

Donor–acceptor Stenhouse adducts (DASAs) are an exciting class of photoswitches due to their facile tunability, visible light absorbance, and negative photochromism. While they have shown use in a variety of applications, to date all reported DASA derivatives have low equilibrium and/or poor photoswitching in polar protic solvents, which is vital for moving towards applications in biological systems. We demonstrate a strategy to introduce a substitution on the DASA triene that results in derivatives that are stable and have high dark equilibrium of the open form in polar protic solvents. Decreasing the charge separation of these new derivatives also allows for reversible switching in polar and protic solvents including THF : water mixtures.

Graphical abstract: Tethered together: DASA design towards aqueous compatibility

Supplementary files

Article information

Article type
Edge Article
Submitted
02 Jun 2023
Accepted
25 Oct 2023
First published
27 Oct 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2023,14, 13025-13030

Tethered together: DASA design towards aqueous compatibility

J. A. Peterson, N. M. Neris and J. Read de Alaniz, Chem. Sci., 2023, 14, 13025 DOI: 10.1039/D3SC02835F

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