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

Lerch, M. M., Di Donato, M., Laurent, A. D., Medved, M., Iagatti, A., Bussotti, L., Lapini, A., Buma, W. J., Foggi, P., Szymanski, W. & Feringa, B. L. 2-Jul-2018 In : Angewandte Chemie-International Edition. 57, 27, p. 8063-8068 6 p.

Research output: Contribution to journalArticle

  • Michael M. Lerch
  • Mariangela Di Donato
  • Adele D. Laurent
  • Miroslav Medved
  • Alessandro Iagatti
  • Laura Bussotti
  • Andrea Lapini
  • Wybren Jan Buma
  • Paolo Foggi
  • Wiktor Szymanski
  • Ben L. Feringa

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.

Original languageEnglish
Pages (from-to)8063-8068
Number of pages6
JournalAngewandte Chemie-International Edition
Volume57
Issue number27
StatePublished - 2-Jul-2018

    Keywords

  • donor-acceptor Stenhouse adducts, photoswitches, solvent effects, spectroscopy, visible light, VISIBLE-LIGHT, MOLECULAR SWITCHES, SHEDDING LIGHT, PHOTOPHARMACOLOGY, TARGETS, DESIGN

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