Hydroxylation of Cycloalkanes Catalyzed by In(III)-, Tl(III)-Porphyrin
The catalytic hydroxylation of several cycloalkanes in dichloromethane have been investigated using In(Ⅲ)-, Tl(Ⅲ)-porphyrin complexes as a catalyst and NaClO, NaClO2, H2O2 as a terminal oxidant. Porphyrins were TPP and (F20)TPP (TPP = tetraphenylporphyrin) and substrates were cyclopentane, cyclohexane, cycloheptane and cyclooctane. The substrate conversion yield was discussed according to the substituent effect and hinderance effect of metalloporphyrin and the radius effect of non-redox metal ion. The conversion yield of cycloalkane followed the order of C5 〈 C6 〈 C7 = C8. In this experimental condition NaClO2 was rather efficient terminal oxidant than NaClO and H2O2.