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Metalloporphyrin‐Catalyzed Hydroxylation of Cyclohexane by Alkyl Hydroperoxides: Pronounced Efficiency of Iron‐Porphyrins
Author(s) -
Mansuy Daniel,
Bartoli JeanFrançois,
Chottard JeanClaude,
Lange Marc
Publication year - 1980
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198009091
Subject(s) - hydroxylation , cyclohexane , catalysis , chemistry , alkyl , medicinal chemistry , alkane , organic chemistry , enzyme
The catalytic hydroxylation of non‐activated alkanes by hydroperoxides under mild conditions has been studied on the example of cyclohexane and cumyl hydroperoxide. Of the metalloporphyrin catalysts tested, Fe(TPP)Cl was strongly effective, Mn(TPP)Cl was weakly effective, Co(TPP) and Os(TPP)(CO)(py) suffered alteration during the catalysis, while Ni, Cu, Zn, Mg, Ti, and V derivatives proved to be inactive.—In Nature alkane oxidations with O 2 are catalyzed by (iron‐containing) cytochrome P450.