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Dechlorination of substituted trichloromethanes by an iron(II) porphyrin
Author(s) -
Larson Richard A.,
CerviniSilva Javiera
Publication year - 2000
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620190304
Subject(s) - porphyrin , chemistry , electron transfer , heme , medicinal chemistry , inner sphere electron transfer , photochemistry , stereochemistry , organic chemistry , ion , enzyme
Iron(II)porphyrins complex with many organochlorinecompounds and oxidizebydechlorinating them. For a series of trichloromethyl derivatives, CCl 3 R (R = NO 2 , CHCl 2 , CN, Cl, COO − , CH 3 , H, C(O)NH 2 , and CH 2 OH), heme oxidation occurred in two consecutive steps: heme‐CCl 3 R complexation, and (usually slower) inner‐sphere electron transfer. Stability of the intermediate CCl 2 R radical, which is strongly correlated with the ability of the R group to delocalize electron density, governed the overall electron transfer rate.