The Photochemical Debromination of Bromocyclopropane in the Presence of Amine

Article abstract of DOI:10.1246/bcsj.61.3725

The irradiation of bromocyclopropanes (1) in the presence of tertiary amine rresulted in the formation of the debrominated cyclopropanes as a mixture of geometrical isomers, whose ratios were essentially similar regardless of the stereochemistry of the bromide.The reactions were not, however, observed in the absence of amine.The results are interpreted as indicating that the reactions proceed through an initial single-electron transfer to the excited 1, followed by debromination and hydrogen-abstraction.