Journal of Organic Chemistry p. 8360 - 8364 (1995)
Update date:2022-08-29
Topics:
D'Auria, Maurizio
Ferri, Tomaso
Parameters useful to predict reactivity and regiochemical control of photocoupling reactions between haloheterocyclic derivatives and arylakenes or arylakynes have been studied.Electrochemical properties of arylakynes are shown to be useful to predict the reactivity of the substrates.However, oxidation potentials fail as reactivity indices if very fast photochemical processes are in competition with the observed complex formation between substrates and halogen atoms.The regiochemical behavior of the reaction can be estimated on the basis of dipoles of the reagents.In this case the assumptions that a reagent approaches the other on parallel planes and that the prevalent interaction is between the SOMO of the radical and the LUMO of the other reagent have been accepted.
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