Efficient photocatalytic oxygenation of aromatic alkene to 1,2-dioxetane with oxygen via electron transfer.
[reaction: see text] Photocatalytic oxygenation of tetraphenylethylene (TPE) with oxygen occurs efficiently via electron-transfer reactions of TPE and oxygen with a photogenerated electron transfer state of 9-mesityl-10-methylacridniium ion, followed by the radical-coupling reaction between TPE radical cation and O2*- to produce 1,2-dioxetane selectively. The further photocatalytic cleavage of the O-O bond of dioxetane affords benzophenone as the final oxygenated product.
Ohkubo
Kei
K
Department of Material and Life Science, Graduate School of Engineering, Osaka University, SORST, Japan Science and Technology Agency, Suita, Osaka 565-0871, Japan.
Nanjo
Takashi
T
Fukuzumi
Shunichi
S
D000475:Alkenes / Q000737:chemistry*; D001577:Benzophenones / Q000737:chemistry; D002384:Catalysis; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring; D008958:Models, Molecular; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D010777:Photochemistry; D013057:Spectrum Analysis
D000475:Alkenes; D001577:Benzophenones; D006571:Heterocyclic Compounds; D006573:Heterocyclic Compounds, 1-Ring; C079142:1,2-dioxetane; C047723:benzophenone; D010100:Oxygen