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Mn(III)-, Fe(III)-porphyrin Catalyzed Oxidation of cycloolefins

Mn(III)-, Fe(III)-porphyrin 유도체를 촉매제로 한 시클로올레핀 화합물의 산화반응

  • Na, Hun-Gil (Department of Chemistry, Daejin University) ;
  • Park, Yu-Chul (Department of Chemistry, Kyungpook National University)
  • 나훈길 (대진대학교 이공대학 화학과) ;
  • 박유철 (경북대학교 자연과학대학 화학과)
  • Published : 1998.06.30

Abstract

The catalytic oxidations of several cycloolefins in $CH_2Cl_2$ were been investigated using Mn(III)-, Fe(III)-porphyrin complexes as a catalyst and sodium hypochlorite as a terminal oxidant. Porphyrins were $(p-CH_3O)TTP,\;(p-CH_3)TTP,$ TPP, (p-F)TPP, (p-Cl)TPP and $(F_{20})TPP$ (TPP = tetraphenylporphyrin), and olefins were cyclopentene, cyclohexene and cycloheptene. The substrate conversion yield was discussed according to the substituent effects of metalloporphyrin. The conversion yield of substrate by changing the substituent of TPP increased in the order of $p-CH_3O$ < $p-CH_3$ < H < p-F < p-Cl, which was consistent with the sequence of $4{\sigma}$ values of TPP. The conversion of cycloalkene followed the order of $C_5\;<\;C_6\;<\;C_7$.

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