Partial Oxidation of Cyclohexane with Fe(II) Complexes

Fe(II) 착화합물에 의한 Cyclohexane의 부분 산화반응

Partial oxidation of cyclohexane by HOOH was carried out with the transition metal complexes composed of Fe(II) or Fe(III)/picolinic acid derivatives. The major products were turned out to be cyclohexanone and cyclohexanol wlth the one/ol ratios of 3~10. The best performance was observed in a mixed solvent of pyridine/acetic acid(volume ratio 2.5:1, pH 5.3) and optimal temperature was $25{\sim}40^{\circ}C$. It was known that cyclohexyl hydroperoxide is the reaction intermediate, and that the reaction dominantly follows non-radical pathways which was ascertained from the results of the adamantane oxidation and radical trap experiments.

Fe(II) 또는 Fe(III)/picolinic acid 유도체로 구성된 착화합물을 이용하며 과산화수소에 의한 cyclohexane의 부분 산화반응을 수행하였다. Cyclohexanone과 cyclohexanol이 주된 생성물이었으며, one/ol비는 3~10이었다. Pyridine/acetic acid 혼합용매(부피비 2.5:1, pH 5.3)에서 가장 우수한 활성을 보였고, 반응온도는 $25{\sim}40^{\circ}C$가 최적이었다. Cyclohexyl hydroperoxide가 반응 중간체임을 확인하였고, adamantane의 부분 산화반응과 radical trap 첨가 실험의 결과로부터 반응은 대부분 non-radical 경로를 거쳐 진행됨을 알 수 있었다.