All-visible-light-driven stiff-stilbene photoswitches

Abstract

Molecular photoswitches are potent tools to construct dynamic functional systems and responsive materials that can be controlled in a non-invasive manner. As P-type photoswitches, stiff-stilbenes attract increasing interest, owing to their superiority in quantum yield, significant geometric differences between isomers, excellent thermostability and robust switching behavior. Nevertheless, the UV-light-triggered photoisomerization of stiff-stilbenes has been a main drawback for decades as UV light is potentially harmful and has low penetration depth. Here, we provided a series of <i>para</i>-formylated stiff-stilbenes by Rieche <i>ortho</i>-formylation to achieve all-visible-light-responsiveness. Additional phenolic groups provide access to late-stage chemical modification facilitating design of molecules responsive to visible light. Remarkably, the photoisomerization of aldehyde-appended stiff-stilbenes could be fully manipulated using visible light, accompanied by a high photostationary state (PSS) distribution. These features render them excellent candidates for future visible-light-controllable smart materials and dynamic systems.