Multimodal Carbon Monoxide Photorelease from Flavonoids
| Authors | |
|---|---|
| Year of publication | 2024 |
| Type | Article in Periodical |
| Magazine / Source | Organic Letters |
| MU Faculty or unit | |
| Citation | |
| Web | https://pubs.acs.org/doi/10.1021/acs.orglett.3c04141 |
| Doi | http://dx.doi.org/10.1021/acs.orglett.3c04141 |
| Keywords | PHOTOSENSITIZED OXYGENATION; DISSOCIATION-CONSTANTS; PHOTOINDUCED REACTIONS; PROTON-TRANSFER; SINGLET OXYGEN; 3-HYDROXYFLAVONES; PHOTOOXYGENATION; PHOTOCHEMISTRY; SPECTROSCOPY; MODEL |
| Attached files | |
| Description | Photooxygenation of flavonoids leads to the release of carbon monoxide (CO). Our structure-photoreactivity study, employing several structurally different flavonoids, including their C-13-labeled analogs, revealed that CO can be produced via two completely orthogonal pathways, depending on their hydroxy group substitution pattern and the reaction conditions. While photooxygenation of the enol 3-OH group has previously been established as the CO liberation channel, we show that the catechol-type hydroxy groups of ring B can predominantly participate in photodecarbonylation. |
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