Modulation of the isomerization of iminothioindoxyl switches by supramolecular confinement

Daniel Doellerer; Ann-Kathrin Rückert; Sandra Doria; Michiel Hilbers; Nadja A. Simeth; Wybren Jan Buma; Mariangela Di Donato; Ben L. Feringa; Wiktor Szymanski; Stefano Crespi

doi:10.1039/D4CC02423K

Modulation of the isomerization of iminothioindoxyl switches by supramolecular confinement†

Daniel Doellerer,

^a Ann-Kathrin Rückert,

^b Sandra Doria,^cd Michiel Hilbers,^e Nadja A. Simeth,

^f Wybren Jan Buma,

^eg Mariangela Di Donato,

*^cd Ben L. Feringa,

*^a Wiktor Szymanski

*^ah and Stefano Crespi

*^b

Author affiliations

* Corresponding authors

^a Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
E-mail: b.l.feringa@rug.nl, w.c.szymanski@rug.nl

^b Department of Chemistry – Ångström Laboratory, Uppsala University, Box 523, 751 20 Uppsala, Sweden
E-mail: stefano.crespi@kemi.uu.se

^c ICCOM-CNR, via Madonna del Piano 10, 50019 Sesto Fiorentino, Italy
E-mail: didonato@lens.unifi.it

^d Laboratorio Europeo di Spettroscopia Non Lineare (LENS), via N. Carrara 1, 50019 Sesto Fiorentino, Italy

^e Van 't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, Amsterdam, The Netherlands

^f Institute for Organic and Biomolecular Chemistry, Department of Chemistry, University of Göttingen, Tammannstr. 2, Göttingen, Germany

^g Institute for Molecules and Materials, FELIX Laboratory, Radboud University, Toernooiveld 7c, Nijmegen, The Netherlands

^h Medical Imaging Center, University Medical Center Groningen, University of Groningen, 9713 GZ Groningen, The Netherlands

Abstract

Here we present the formation of an iminothioindoxyl (ITI)⊂Cage complex that retains the photochemical properties of the photoswitch within a confined environment in water. At the same time, besides ultrafast switching inside the cage, the ITI photoswitch displays an intriguing bifurcation of the excited state isomerization pathway when encapsulated.

Chemical Communications

Modulation of the isomerization of iminothioindoxyl switches by supramolecular confinement†

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Modulation of the isomerization of iminothioindoxyl switches by supramolecular confinement

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