85234-57-7Relevant academic research and scientific papers
REGIOSELECTIVITY OF OLEFIN OXIDATION BY IODOSOBENZENE CATALYZED BY METALLOPORPHYRINS: CONTROL BY THE CATALYST
Mansuy, Daniel,Leclaire, Jacques,Fontecave, Marc,Dansette, Patrick
, p. 2847 - 2857 (2007/10/02)
The regioselectivity of the oxidation of three monosubstituted olefins, 6-phenoxyhex-1-ene, hex-1-ene and styrene, by iodosobenzene in the presence of various Fe-, Mn- or Cr-tetraaryl-porphyrins, was studied.It was found that, besides epoxides, known products from such systems, allylic alcohols and aldehydes were formed, the latter not being derived from the corresponding epoxides.The relative importance of these reactions greatly depends upon both the metal and porphyrin constituents of the catalyst.More particularly, the competition between epoxidation and allylic hydroxylation can be efficiently controlled by non bonded interactions between the olefin and porphyrin substituents.No hydroxylation of the aromatic rings and no oxidative dealkylation of the ether function was detected.
MONOOXYGENASE-LIKE OXIDATIONS OF OLEFINS AND ALKANES CATALYZED BY MANGANESE PORPHYRINS : COMPARISON OF SYSTEMS INVOLVING EITHER O2 AND ASCORBATE OR IODOSYLBENZENE
Fontecave, Marc,Mansuy, Daniel
, p. 4297 - 4312 (2007/10/02)
A biphasic system using a manganese porphyrin as a catalyst and sodium ascorbate as a reducing agent is able to activate dioxygen and to oxidize olefins selectively into epoxides and alkanes into alcohols and ketones.Its properties and specifities are shown to be different from those of the manganese porphyrin-iodosylbenzene system, suggesting that a manganese -oxo complex is not involved in these O2-dependent oxidations.
