SELECTIVE γ-HYDROGEN ATOM ABSTRACTION IN REACTIONS OF N-ACETYLAMINO ACIDS AND N-ALKYLACETAMIDES WITH TITANOUS ION AND HYDROGEN PEROXIDE

Article abstract of DOI:10.1016/S0040-4039(00)96198-7

Whereas reactions of N-acetylglycine, N-acetylalanine, and pyroglutamic acid, with TiCl3/H2O2 in a flow system give e.p.r. spectra arising from the corresponding α-centred radicals (1-3), reactions of N-acetylvaline, 2-acetamido-butyric acid, N-propylacetamide, and N-(2-methylpropyl)-acetamide, give spectra arising from the respective γ-centred radicals (4-7).Production of the γ-centred radicals (4-7) is attributed to complexation of titanium to the amide group of the substrates.