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- W2035165035 abstract "The electron-transfer photochemistry of vinylcyclopropane (1) generates three ring-opened products, 2−4, each bearing a methoxy as well as a 4-cyanophenyl group. The products are ascribed to nucleophilic attack of methanol on the radical cation, 1•+. The attack is regioselective but not regiospecific; attack at the secondary cyclopropane carbons, leading to 2 and trans-3, is preferred; attack at the terminal vinylic carbon, yielding trans-4, occurs to a lesser extent. The potential surface of 1•+ was probed by ab initio calculations; 1•+ has two minima, anti- and syn-1•+; both have Cs symmetry and belong to the unusual structure type with two lengthened cyclopropane bonds. The calculations are in general agreement with the observed reaction pattern." @default.
- W2035165035 created "2016-06-24" @default.
- W2035165035 creator A5055462156 @default.
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- W2035165035 date "1998-11-01" @default.
- W2035165035 modified "2023-10-17" @default.
- W2035165035 title "Structure and Reactivity of Vinylcyclopropane Radical Cation: Electron Transfer Photochemistry and <i>ab Initio</i> Calculations" @default.
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- W2035165035 doi "https://doi.org/10.1021/ja980367s" @default.
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