33919-05-0Relevant articles and documents
Catalytic oxidation of a trialkyl-substituted phenol and aniline with biomimetic schiff base complexes
Knaudt, Jutta,Foerster, Stefan,Bartsch, Ulrich,Rieker, Anton,Jaeger, Ernst-G.
, p. 86 - 93 (2007/10/03)
The catalytic oxidation of 2,4,6-tri-tert-butylphenol and 2,4,6-tri-tert-butylaniline with molecular oxygen and tert-butylhydroperoxide was investigated using biomimetic Mn-, Fe- and Co-complexes as catalysts. The catalytic activity and product distribution were determined and compared with those observed in the reactions of the well-known Co(salen) complex.
Oxidation of Phenols by Molecular Oxygen Catalysed by Transition Metal Complexes. Comparison between the Activity of Various Cobalt and Manganese Complexes and the Role of Peroxy Intermediates
Frostin-Rio, Maryvonne,Pujol, Daniele,Bied-Charreton, Claude,Perree-Fauvet, Martine,Gaudemer, Alain
, p. 1971 - 1980 (2007/10/02)
The oxidation reactions of hindered phenols by molecular oxygen catalysed by monomeric and polymeric cobalt-Schiff base complexes, cobalt and manganese porphyrins, and (pyridine)cobaloxime are described; the rate and selectivity of these reactions are very dependent on the catalyst and on the solvent.A new product has been isolated, 1,3,5-tri-t-butyl-4-oxocyclohexa-2,5-dienylperoxy(pyridine)cobaloxime, and was fully characterised by its elemental analysis and spectroscopic methods.The reactivity of peroxy compounds derived from 2,4,6-tri-t-butylphenol which are postulated as intermediates in the oxidation of this phenol has been studied.Thermal decomposition of 1,3,5-tri-t-butyl-4-oxocyclohexa-2,5-dienyl(pyridine)cobaloxime indicates that the formation of this complex from the phenol, O2, and (pyridine)cobaloxime(II) is reversible and that it is converted into 2,6-di-t-butyl-1,4-benzoquinone only in the presence of a proton source.The corresponding hydroperoxide is probably an intermediate in this transformation as its decomposition in the presence of the cobalt(II) or manganese(III) complexes yields the same final products as the overall oxidations.
PHOTOINDUCED ELECTRON TRANSFER OXIDATION - 1. 9,10-DICYANOANTHRACENE-SENSITIZED PHOTOOXIDATION OF HINDERED PHENOLS.
Futamura,Yamazaki,Ohta,Kamiya
, p. 3852 - 3855 (2007/10/02)
9,10-Dicyanoanthracene (DCA)-sensitized photooxidation reactions of hindered phenols and catechols (I) proceed via the initial electron transfer from 1 to **1DCA. 4-Hydroperoxy-2,5-cyclohexadien-1-ones and 4-hydroxy-2,5-cyclohexadien-1-ones are obtained from 2,4,6-trialkyl-substituted phenols, and an o-benzoquinone and furanone derivatives are afforded from 3,5-di-t-butylcatechol.
REACTION OF SUPEROXO Co(III) COMPLEX WITH STABLE PHENOXY RADICALS
Nishinaga, A.,Tomita, H.,Matsuura, T.
, p. 3407 - 3408 (2007/10/02)
A typical superoxo complex +=PPh3>3 combines with stable phenoxy radicals in CH2Cl2 leading to selective formation of peroxy-p-quinols except for 2,4,6-tri-t-butylphenoxy radical, representing radical reactivity of the complex
OXYGENATION OF 2,6-DI-t-BUTYLPHENOLS WITH SUPEROXO Co(lll) COMPLEXES
Nishinaga, A.,Tomita, H.,Matsuura, T.
, p. 2833 - 2836 (2007/10/02)
Superoxo Co(lll) complexes, *3 where X= Et3N(+) and (Ph3P)2N(+), mediate the dioxygen incorporation into 2,6-di-t-butylphenols (1) with the same regioselectivity as that in the base-catalyzed oxygenation of 1.The superoxo species acts as a base but is not incorporated into the substrate.