Phenylimino Indolinone: A Green-Light-Responsive T-Type Photoswitch Exhibiting Negative Photochromism

Crespi, Stefano; Simeth, Nadja A.; Di Donato, Mariangela; Doria, Sandra; Stindt, Charlotte N.; Hilbers, Michiel F.; Kiss, Ferdinand L.; Toyoda, Ryojun; Wesseling, Sammo; Buma, Wybren Jan; Feringa, Ben L. und Szymanski, Wiktor (2021): Phenylimino Indolinone: A Green-Light-Responsive T-Type Photoswitch Exhibiting Negative Photochromism. In: Angewandte Chemie-International Edition, Bd. 60, Nr. 48: S. 25290-25295

Abstract

Imines are photoaddressable motifs useful in the development of new generations of molecular switches, but their operation with low-energy photons and control over isomer stability remain challenging. Based on a computational design, we developed phenylimino indolinone (PIO), a green-light-addressable T-type photoswitch showing negative photochromism. The isomerization behavior of this photoactuator of the iminothioindoxyl (ITI) class was studied using time-resolved spectroscopies on time scales from femtoseconds to the steady state and by quantum-chemical analyses. The understanding of the isomerization properties and substituent effects governing these photoswitches opens new avenues for the development of novel T-type visible-light-addressable photoactuators based on C=N bonds.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 1433-7851
• Sprache: Englisch