Zitzmann M, Hampel F, Dube H (2023)
Publication Type: Journal article
Publication year: 2023
DOI: 10.1039/d2sc06939c
Diaryl-hemithioindigos (diaryl-HTIs) are derivatives of a novel class of highly functionalized indigoid chromophores. In this work a systematic study of the electronic effects on their photoswitching reveals the design principles for achieving an excellent property profile. Two key elements need to be invoked for perfect diaryl-HTI performance, first introduction of strong electron donors and second establishment of cross-conjugation. The resulting photoswitches combine high thermal stability, large extinction coefficients, red-light responsiveness, pronounced photochromism, and strong isomer accumulation in the photostationary states with precise geometry changes. By using the inherent basicity of their strong electron donor moiety, diaryl-HTIs can be rendered into very potent tools for molecular logic applications. We demonstrate a variety of binary logic setups as well as sophisticated three- and four-input keypad locks for sequential logic operations. Three distinct states and up to four different stimuli are invoked for this multi-level molecular information processing. Diaryl-HTIs have thus entered the stage as very capable and promising photoswitch motives for anyone interested in reversible visible- and red-light as well as multi-stimuli responsive molecular behavior.
APA:
Zitzmann, M., Hampel, F., & Dube, H. (2023). A cross-conjugation approach for high-performance diaryl-hemithioindigo photoswitches. Chemical Science. https://doi.org/10.1039/d2sc06939c
MLA:
Zitzmann, Max, Frank Hampel, and Henry Dube. "A cross-conjugation approach for high-performance diaryl-hemithioindigo photoswitches." Chemical Science (2023).
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