Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 48, Pages 25290-25295Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202111748
Keywords
computational chemistry; isomerization; molecular dynamics; photochromism; time-resolved spectroscopy
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Funding
- Marie Skodowska-Curie Actions [838280]
- Alexander-von-Humboldt Foundation (Feodor-Lynen Fellowship)
- Horizon 2020 Framework Program (ERC Advanced Investigator Grant) [694345]
- Ministry of Education, Culture and Science of the Netherlands [024.001.035]
- Netherlands Organization for Scientific Research (NWO) [723.014.001]
- European Union Horizon 2020 research and innovation program [871124]
- Japan Society for the Promotion of Science
- Center for Information Technology of the University of Groningen
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Through computational design, a green-light-addressable T-type photoswitch with negative photochromism was developed. The isomerization behavior of this photoactuator was studied, providing new avenues for the development of novel visible-light-addressable photoactuators based on C=N bonds.
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.
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