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Title: Hydroxylation of alkanes by iodosobenzene catalyzed by tetraarylporphyrins of trivalent iron (in Russian)

Abstract

The mechanism of activation of O/sub 2/ by cytochrome P-450, which leads to an active species oxidizing hydrocarbons, is unclear. Also unclear are the reasons for the predominant oxidation of alkanes and fatty acids at terminal methyl and methylene groups (so-called omega- and omega-1-hydroxylation). Recently systems were detected in which iron porphyrins FeP catalyze hydroxylation and epoxidation of hydrocarbons RH by iodosobenzene PhIO. With respect to the selectivity of action, the kinetic isotope effect, and stereospecificity, these systems approach an enzymic system with cytochrome P-450. In the present article, the authors report on the effect of electronic and steric factors in the structure of Fe(III) tetraarylporphyrins on the yield and selectivity of products of hydroxylation of alkanes by iodosobenzene.

Authors:
;
Publication Date:
Research Org.:
Institute of Chemical Physics, Chernogolovka, USSR
OSTI Identifier:
6226409
Resource Type:
Journal Article
Journal Name:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
Additional Journal Information:
Journal Volume: 35:4; Other Information: Translated from Izvestiya Akademii Nauk SSSR Seriya Khimicheskaya, 35: No. 4, 785-787(Apr 1986)
Country of Publication:
United States
Language:
Russian
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; CYCLOHEXANE; HYDROXYLATION; HEXANE; IRON COMPLEXES; CATALYTIC EFFECTS; BENZENE; BINDING ENERGY; CHEMICAL REACTION YIELD; CHROMATOGRAPHY; ELECTRONS; HEXANOLS; IODINATED ALIPHATIC HYDROCARBONS; ISOMERS; NMR SPECTRA; OXIDATION; PORPHYRINS; STEREOCHEMISTRY; VALENCE; ALCOHOLS; ALKANES; AROMATICS; CARBOXYLIC ACIDS; CHEMICAL REACTIONS; COMPLEXES; CYCLOALKANES; ELEMENTARY PARTICLES; ENERGY; FERMIONS; HALOGENATED ALIPHATIC HYDROCARBONS; HETEROCYCLIC ACIDS; HETEROCYCLIC COMPOUNDS; HYDROCARBONS; HYDROXY COMPOUNDS; LEPTONS; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANIC HALOGEN COMPOUNDS; ORGANIC IODINE COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; SEPARATION PROCESSES; SPECTRA; TRANSITION ELEMENT COMPLEXES; YIELDS; 400201* - Chemical & Physicochemical Properties

Citation Formats

Khenkin, A M, and Semeikin, A S. Hydroxylation of alkanes by iodosobenzene catalyzed by tetraarylporphyrins of trivalent iron. United States: N. p., 1986. Web. doi:10.1007/BF00954213.
Khenkin, A M, & Semeikin, A S. Hydroxylation of alkanes by iodosobenzene catalyzed by tetraarylporphyrins of trivalent iron. United States. https://doi.org/10.1007/BF00954213
Khenkin, A M, and Semeikin, A S. 1986. "Hydroxylation of alkanes by iodosobenzene catalyzed by tetraarylporphyrins of trivalent iron". United States. https://doi.org/10.1007/BF00954213.
@article{osti_6226409,
title = {Hydroxylation of alkanes by iodosobenzene catalyzed by tetraarylporphyrins of trivalent iron},
author = {Khenkin, A M and Semeikin, A S},
abstractNote = {The mechanism of activation of O/sub 2/ by cytochrome P-450, which leads to an active species oxidizing hydrocarbons, is unclear. Also unclear are the reasons for the predominant oxidation of alkanes and fatty acids at terminal methyl and methylene groups (so-called omega- and omega-1-hydroxylation). Recently systems were detected in which iron porphyrins FeP catalyze hydroxylation and epoxidation of hydrocarbons RH by iodosobenzene PhIO. With respect to the selectivity of action, the kinetic isotope effect, and stereospecificity, these systems approach an enzymic system with cytochrome P-450. In the present article, the authors report on the effect of electronic and steric factors in the structure of Fe(III) tetraarylporphyrins on the yield and selectivity of products of hydroxylation of alkanes by iodosobenzene.},
doi = {10.1007/BF00954213},
url = {https://www.osti.gov/biblio/6226409}, journal = {Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)},
number = ,
volume = 35:4,
place = {United States},
year = {Fri Oct 10 00:00:00 EDT 1986},
month = {Fri Oct 10 00:00:00 EDT 1986}
}