Abstract
Oxidation of eugenol [3-(4-hydroxy-3-methoxyphenyl)-prop-1-ene] is carried out in acetic acid with H 2 O 2 at room temperature in presence of Cu(II)-β-CD or β-CD or HPβ-CD and CuSO 4 . The products are characterized by 1 H NMR. The peracetic acid produced in situ, results in oxidation of phenolic OH to its quinonic form. The olefinic bond remains unaffected. Although the reaction occurs to a lesser extent in the absence of the copper compound (15.4% in the control reaction, 16.6% in the presence of I equivalent β-CD), higher yields are observed in the presence of CuSO 4 (35.3%) and Cu(II)-β-CD (53.8%). Of the two, Cu(II)-β-CD gives the highest yield indicating that there is a specific orientation of eugenol phenolic OH group with respect to the copper ion present inside the β-CD cavity.
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