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The eme reactions of α-ionones with singlet oxygen were examined to ascertain theeffect of secondary Me interaction between the reactants on the reaction regiospecificity.Exclusive formation of 3-hydroxy-γ-ionones found in the reactions reveals favorable interaction ofsinglet oxygen with the acyclic α-hydrogen atom,On the other hand,no formation of 3-hy-droxy-β-ionones implies that the steric requirement was not met for the bond formation betweenzwitterionic perepoxide with C_1-hydrogen in the process.The MMP21 and MNDO calculationsindicate minus value of the secondary interaction energy for the aeyelie α-hydrogen abstrac-tion and a repulsion between the oxygen with C_1-hydrogen atom.Twisting tilting of the doublebond may account for favorable attack of singlet oxygen on C_3.An explanation of the excellentregiospecificity was addressed and placed in proper mechanic prospective.
The eme reactions of α-ionones with singlet oxygen were examined to ascertain the effect of the secondary Me interaction between the reactants on the reaction regiospecificity. Excrete formation of 3-hydroxy-γ-ionones found in the reactions reveals favorable interaction of singlet oxygen with the acyclic α -hydrogen atom, On the other hand, no formation of 3-hy-droxy-β-ionones implies that the steric requirement was not not for the bond formation between zwitterionic perepoxide with C_1-hydrogen in the process. The MMP21 and MNDO calculations are minus value of the secondary interaction energy for the aeyelie α-hydrogen abstrac-tion and a repulsion between the oxygen with C_1-hydrogen atom. Twisting tilting of the double bond may account for favorable attack of singlet oxygen on C_3.An explanation of the excellent regiospecific was addressed and placed in proper mechanic prospective.