Solvent Effects on the Actinic Step of Donor-Acceptor Stenhouse Adduct Photoswitching

Angewandte Chemie
Michael M LerchBen L Feringa

Abstract

Donor-acceptor Stenhouse adducts (DASAs) are negative photochromes that switch with visible light and are highly promising for applications ranging from smart materials to biological systems. However, the strong solvent dependence of the photoswitching kinetics limits their application. The nature of the photoswitching mechanism in different solvents is key for addressing the solvatochromism of DASAs, but as yet has remained elusive. Here, we employ spectroscopic analyses and TD-DFT calculations to reveal changing solvatochromic shifts and energies of the species involved in DASA photoswitching. Time-resolved visible pump-probe spectroscopy suggests that the primary photochemical step remains the same, irrespective of the polarity and protic nature of the solvent. Disentangling the different factors determining the solvent-dependence of DASA photoswitching, presented here, is crucial for the rational development of applications in a wide range of different media.

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Citations

Oct 31, 2018·Physical Chemistry Chemical Physics : PCCP·Claire TonneléFrédéric Castet
May 2, 2019·Chemical Communications : Chem Comm·Mihael A GerkmanGrace G D Han
Aug 9, 2019·Chemistry : a European Journal·Amandine BoulmierOlivier Oms
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Jan 31, 2021·Nanoscale·Mingzhe NieXuemin Du
Dec 22, 2020·Chemistry : a European Journal·Miranda M SrodaJavier Read de Alaniz
Sep 17, 2020·Angewandte Chemie·Shaoyu ChenBen L Feringa
Mar 2, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Dalma Edit NánásiGábor London
Jul 9, 2021·Analytical Chemistry·Chao ZhengChongzhao Ran
Aug 10, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Serena SeshadriMatthew E Helgeson
Apr 11, 2019·Journal of the American Chemical Society·Habiburrahman ZulfikriWybren Jan Buma
Jan 7, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Chaoyue XiongDongsheng Wang
Jan 24, 2020·ACS Applied Materials & Interfaces·Haiquan ZhaoYonghao Zheng
Oct 1, 2021·Chemical Society Reviews·Jana VolarićBen L Feringa

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