Factors affecting the catalytic epoxidation of olefins by iron porphyrin complexes and H2O2 in protic solvents

  • Nam, W
  • Oh, SY
  • Sun, YJ
  • Kim, J
  • Kim, WK
  • ... Shin, W
  • 외 1명
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초록

The catalytic epoxidation of cyclohexene by iron(III) porphyrin complexes and H2O2 has been investigated in alcohol solvents to understand factors affecting the catalyst activity in protic solvents. The yields of cyclohexene oxide and the Fe-III/II reduction potentials of iron porphyrin complexes were significantly affected by the protic solvents, and there was a close correlation between the product yields and the reduction potentials of the iron porphyrin catalysts. The role of alcohol solvents was proposed to control the electronic nature of iron porphyrin complexes that determines the catalyst activity in the epoxidation of olefins by H2O2, We have also demonstrated that an electron-deficient iron porphyrin complex can catalyze the epoxidation of olefins by H2O2 under conditions of limiting substrate with high conversion efficiency in a solvent mixture of CH3OH and CH2Cl2.

키워드

TERT-BUTYL HYDROPEROXIDEHYDROGEN-PEROXIDEIRON(III) PORPHYRINSHETEROLYTIC CLEAVAGEALKENE EPOXIDATIONMANGANESEACTIVATIONIMIDAZOLEOXIDATIONPOLYNITROPORPHYRINS
제목
Factors affecting the catalytic epoxidation of olefins by iron porphyrin complexes and H2O2 in protic solvents
저자
Nam, WOh, SYSun, YJKim, JKim, WKWoo, SKShin, W
DOI
10.1021/jo034493c
발행일
2003-10-03
유형
Article
저널명
Journal of Organic Chemistry
68
20
페이지
7903 ~ 7906