Journal of the Chemical Society. Perkin transactions II p. 1217 - 1222 (1986)
Update date:2022-08-16
Topics:
Matsushima, Ryoka
Sakai, Katsuhisa
On irradiation with u.v. light, flavanones undergo photochemical opening of the dihydropyranone ring (φ2 < 0.2) and/or bimolecular photoreduction (φ3 < 0.8).The relative occurence of these processes markedly depends on the substituents as well as on the solvent.Triplet mechanisms are implied for both reactions by the results of quenching experiments, as well as fluoresscence and phosphorescence spectra.A Hammett ρ value of ca. -1.2 suggests the intermediacy of radicals in the ring-opening reaction.The marked variations in φ2, φ3, and γ with substituents are explicable in terms of relative contributions of n,?* and ?,?* character in lowest triplet states.
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Doi:10.1103/PhysRevB.39.10120
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