Discover the magic of the Isobenzofuran-1(3H)-one

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Arnold, PL; Purkis, JM; Rutkauskaite, R; Kovacs, D; Love, JB; Austin, J in [Arnold, Polly L.; Purkis, Jamie M.; Rutkauskaite, Ryte; Love, Jason B.] Univ Edinburgh, EaStCHEM Sch Chem, Joseph Black Bldg, Edinburgh EH9 3FJ, Midlothian, Scotland; [Kovacs, Daniel] Uppsala Univ, Angstromslab, Lagerhyddsvagen 1, S-75237 Uppsala, Sweden; [Austin, Jonathan] Natl Nucl Lab, 5th Floor,Chadwick House,Birchwood Pk, Warrington WA3 6AE, Cheshire, England published Controlled Photocatalytic Hydrocarbon Oxidation by Uranyl Complexes in 2019, Cited 33. Computed Properties of C8H6O2. The Name is Isobenzofuran-1(3H)-one. Through research, I have a further understanding and discovery of 87-41-2.

Controlled, photocatalytic C-H bond activations are key reactions in the toolkits of the modern synthetic chemist. While it is known that the uranyl(VI) ion, [(UO2)-O-VI](2+), the environmentally dominant form of uranium, is photoactive, most literature examines its luminescent properties, neglecting its potential synthetic utility for photocatalytic C-H bond cleavage. Here, we synthesise and fully characterise an air-stable and hydrocarbon-soluble uranyl phenanthroline complex, [(UO2)-O-VI(NO3)(2)(Ph(2)phen)], U-Ph2phen, and demonstrate that it can catalytically abstract hydrogen atoms from a variety of organic substrates under visible light irradiation. We show that the commercially available parent complex, uranyl nitrate ([(UO2)-O-VI(NO3)(2)(OH2)(2)]center dot 4H(2)O; U-NO3), is also competent, but from electronic spectroscopy we attribute the higher rates and selectivity of U-Ph2phen to ligand-mediated electronic effects. Ketones are selectively formed over other oxygenated products (alcohols, etc.), and the catalytic oxidation of substrates containing a benzylic C-H position is particularly improved for U-Ph2phen. We also show uranyl-mediated photocatalytic C-C bond cleavage in a model lignin compound for the first time.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem