Abstract
Micellar aggregates of complexes of transition metal ions with the hydroxy-functionalized surfactant 1a are very effective catalysts of the cleavage of activated esters of α-amino acids. To ascertain their effectiveness toward unactivated esters, a systematic kinetic study was undertaken employing as substrates the picolinic acid esters 3a-1, the pK a of their alcoholic portion spanning more than 12 units from 3.6 to 16. The leaving group effect was investigated in water, pH=6.3, in the absence and presence of Cu 2+ ions, in the presence of the nonmicellar complex 2-Cu 2+ , and in the presence of micellar aggregates made of 1a-Cu 2+ or of its 0-methylated analog 1b-Cu 2+
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