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- W2043145066 abstract "1-Phenyl-3-acetylcyclopentene1 (3) undergoes triplet-sensitized oxa-di-π-methane rearrangement to a ca. 3:1 mixture of endo- and exo-1-phenyl-5-acetylbicyclo[2.1.0]pentane2 (4). The reactive triplet of 3 has been identified as the localized styrene π, π*-state of ET = 59 kcal/mol by comparison of its phosphorescence at 77 K in a rigid glass with that of 1-phenylcyclopentene, and by sensitization quantum yields at room temperature in liquid solution. These quantum yields are independent of sensitizer energy in the range of 61–74 kcal/mol and reach zero for product formation with a sensitizer of ET = 59 kcal/mol. Although S1 T1 intersystem crossing is appreciable under phosphorescence conditions (Φp = 0.05), direct irradiation of 3 at 20° does not lead to triplet rearrangement, and the typical singlet 1,3-acetyl shift to 3-acetyl-3-phenylcyclopentene3 (8) is observed only." @default.
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- W2043145066 date "1976-06-02" @default.
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- W2043145066 title "The Oxa-di-?-methane Rearrangement of 1-Phenyl-3-acetylcyclopentene: Identification of the Reactive Triplet as the Localized Styrene ?, ?*-State. Preliminary Communication" @default.
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- W2043145066 doi "https://doi.org/10.1002/hlca.19760590443" @default.
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