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

Title
Factors affecting the catalytic epoxidation of olefins by iron porphyrin complexes and H2O2 in protic solvents
Authors
Nam W.Oh S.-Y.Sun Y.J.Kim J.Kim W.-K.Woo S.K.Shin W.
Ewha Authors
남원우
SCOPUS Author ID
남원우scopus
Issue Date
2003
Journal Title
Journal of Organic Chemistry
ISSN
0022-3263JCR Link
Citation
vol. 68, no. 20, pp. 7903 - 7906
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
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 FeIII/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 H 2O2. We have also demonstrated that an electron-deficient iron porphyrin complex can catalyze the epoxidation of olefins by H 2O2 under conditions of limiting substrate with high conversion efficiency in a solvent mixture of CH3OH and CH 2Cl2.
DOI
10.1021/jo034493c
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자연과학대학 > 화학·나노과학전공 > Journal papers
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