Oxidation-State-Dependent Photochemistry of Sulfur-Bridged Aza-Anthracenes
Aromatic systems with bridged sulfur units in varying oxidation states have enabled photoresponsive materials for anticounterfeiting and supramolecular assembly. However, only a few sulfoxide-bridged chromophores exhibit photoinduced sulfur extrusion, leading to drastic photophysical changes that make them useful as stimuli-responsive materials. Here, we present nitrogen-substituted anthracene (aza-anthracene) with a sulfur bridge in different oxidation states. Overall, aza-anthracene produces red-shifted green-to-red chromophores with similar sulfoxide photoconversion behavior compared to the anthracene analog.
Authors
- Ryoga Hojo (ORCID: https://orcid.org/0000-0001-9800-1375)
- Michael O. Wolf (ORCID: https://orcid.org/0000-0003-3076-790X)
- Jéssica Toigo (ORCID: https://orcid.org/0000-0001-9420-460X)
- Zachary M. Hudson (ORCID: https://orcid.org/0000-0002-8033-4136)
- H. Noguchi (ORCID: https://orcid.org/0000-0002-7259-3445)
Institutions
- University of British Columbia (CA)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-16
- DOI
- https://doi.org/10.1021/acs.joc.4c02786
- Primary Topic
- Photochemistry and Electron Transfer Studies
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Canada Foundation for Innovation
- Canada Research Chairs
- University of British Columbia
- Natural Sciences and Engineering Research Council of Canada
- British Columbia Knowledge Development Fund