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• W2046199946 abstract "N-Aryl-5,5-diphenyl-4-pentenamidyl radicals (3) were produced by 266 nm laser-flash photolysis of the corresponding N-(phenylthio) derivatives, and the rate constants for the cyclizations of these radicals were measured directly. The 5-exo cyclization reactions were fast (kc > 2 × 105 s-1), and radicals 3 generally behaved as electrophilic reactants with a Hammett correlation of ρ = 1.9 for five of the six radicals studied. However, the p-methoxyphenyl-substituted radical 3f cyclized much faster than expected from the Hammett analysis. Variable temperature studies of parent radical 3a (aryl = phenyl) gave an Arrhenius function with log k = 9.2 − 4.4/2.3RT (kcal/mol). The rate constant for the reaction of p-ethylphenyl-substituted anilidyl radical 3b with Bu3SnH at 65 °C was kT = 4 × 105 M-1 s-1." @default.
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• W2046199946 date "2005-12-20" @default.
• W2046199946 modified "2023-10-09" @default.
• W2046199946 title "Rate Constants for Anilidyl Radical Cyclization Reactions" @default.
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• W2046199946 doi "https://doi.org/10.1021/jo051953o" @default.
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