Unraveling the Photoswitching Mechanism in Donor-Acceptor Stenhouse Adducts

Michael M. Lerch, Sander J. Wezenberg, Wiktor Szymanski, Ben L. Feringa*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

110 Citaten (Scopus)


Molecular photoswitches have opened up a myriad of opportunities in applications ranging from responsive materials and control of biological function to molecular logics. Here, we show that the photoswitching mechanism of donor-acceptor Stenhouse adducts (DASA), a recently reported class of photoswitches, proceeds by photoinduced Z-E isomerization, followed by a thermal, conrotatory 4 pi-electrocyclization. The photogenerated intermediate is manifested by a bathochromically shifted band in the visible absorption spectrum of the DASA. The identification of the role of this intermediate reveals a key step in the photoswitching mechanism that is essential to the rational design of switching properties via structural modification.

Originele taal-2English
Pagina's (van-tot)6344-6347
Aantal pagina's4
TijdschriftJournal of the American Chemical Society
Nummer van het tijdschrift20
StatusPublished - 25-mei-2016

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