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Photochemical activation of a hydroxyquinone-derived phenyliodonium ylide by visible light: synthetic and mechanistic investigations
journal contribution
posted on 2023-05-20, 20:20 authored by Jalali, M, Curtis HoCurtis Ho, Rebecca FullerRebecca Fuller, Lucas, NT, Alireza AriafardAlireza Ariafard, Alexander BissemberAlexander BissemberWe have identified and extensively investigated the photochemical activation and reaction of a hydroxyquinone-derived phenyliodonium ylide in the presence of visible light using experiment and theory. These studies revealed that in its photoexcited state this iodonium is capable of facilitating a range of single-electron transfer (SET) processes, including hydrogen atom transfer (HAT), a Povarov-type reaction, and atom-transfer radical addition chemistry. Where possible, we have employed density functional theory (DFT) to develop a more complete understanding of these photoinduced synthetic transformations.
Funding
Australian Research Council
History
Publication title
Journal of Organic ChemistryVolume
86Pagination
1758-1768ISSN
0022-3263Department/School
School of Natural SciencesPublisher
Amer Chemical SocPlace of publication
1155 16Th St, Nw, Washington, USA, Dc, 20036Rights statement
Copyright 2020 American Chemical SocietyRepository Status
- Restricted