3271-80-5Relevant articles and documents
A PdII Carbene Complex with Anthracene Side-Arms for π-Stacking on Reduced Graphene Oxide (rGO): Activity towards Undirected C–H Oxygenation of Arenes
Majeed, Maitham H.,Shayesteh, Payam,Persson, Axel R.,Wallenberg, L. Reine,Schnadt, Joachim,Wendt, Ola F.
supporting information, p. 4742 - 4746 (2018/11/27)
An N-heterocyclic carbene palladium(II) complex containing two anthracene side arms was immobilized on the surface of reduced graphene oxide (rGO) by π-stacking. The activity of the homogeneous analogue and the supported complex in undirected C–H acetoxylation reaction of arenes was studied. The results show that the catalytic efficiency in acetoxylation of benzene is improved in the immobilized materials compared to the homogeneous analogue. According to XPS analysis, the immobilized catalyst maintains the original oxidation state of PdII after the catalytic reaction.
Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C?H Acetoxylation of Arenes
Majeed, Maitham H.,Shayesteh, Payam,Wallenberg, L. Reine,Persson, Axel R.,Johansson, Niclas,Ye, Lei,Schnadt, Joachim,Wendt, Ola F.
supporting information, p. 8457 - 8465 (2017/06/28)
Heterogeneous catalysts for selective oxidation of C?H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-PdII) monomers with divinylbenzene. The polymer-supported NHC-PdII-catalysed undirect
Electron Transfer Reactions in Organic Chemistry. VII. Oxidative Acetoxylation of Aromatic Compounds by Tungsten Hexachloride
Eberson, Lennart,Joensson, Lennart,Saenneskog, Owe
, p. 113 - 122 (2007/10/02)
Tungsten hexachloride, a high-potential oxidant, causes fast oxidative acetoxylation of ring and/or α positions of aromatic compounds, even as difficalty oxidizable ones as mesitylene and p-xylene.Chlorination is a completing reaction which cannnot be completely suppressed.The acetoxylation process in all likelihood proceeds via an electron transfer mechanism, involving initial formation of the radical cation of the substrate.
Metal Ion Oxidation. XI. Oxidation of Aromatic Hydroarbons and Arylacetic Acids by Heteropoly Anions Containing Ni(IV), Mn(IV) and Co(III) Ions as Central Atoms
Joensson, Lennart
, p. 761 - 768 (2007/10/02)
Heteropoly ions containing Ni(IV) and Mn(IV) as central atoms have been shown to oxidize aromatic hydrocarbons and arylacetic acids in acetic acid and acetic acid-water, yielding acetates and alcohols.The product patternof these reactions supports an outer-sphere electron transfer mechanism.Substituted arylacetic acids are decarboxylated when treated with 12-tungstocobalt(III)ate ion and 9-molybdonickel(IV)ate ion.These decarboxylation reactions are proposed to be outer-sphere electron transfer processes.
Formation and reactivity of 1,3-benzodioxol-2-yl, 1,3-benzodioxan-2-yl, and related radicals. A search for an aromatic analog of the radical acetoxy rearrangement (Surzur-Tanner reaction)
Shahidi, Fereidoon,Tidwell, Thomas T.
, p. 1092 - 1097 (2007/10/02)
Reaction of the 1,3-dioxole, 9, the 1,3-dioxan, 18, and the 1,3-dioxepin, 29, with tert-butoxy radicals gave evidence in each case for formation of the corresponding 1,1-dioxyethyl radicals.No conclusive evidence for formation of any of these radicals by cyclization of acetoxyaryl radicals could be obtained.Several of the 1,1-dioxyethyl radicals reacted by rearrangement.
Metal Ion Oxidation. VII. Oxidation of Aromatic Hydrocarbons by Potassium 12-Wolframocobalt(III)ate, a "Soluble Anode"
Eberson, Lennart,Wistrand, Lars-Goeran
, p. 349 - 358 (2007/10/02)
The oxidation of aromatic compounds with potassium 12-wolframocobalt(II)ate in acetic acid media has been investigated.A wide range of alkylaromatics can be acetoxylated in the α position, whereas nuclear substitution can be effected in the presence of acetate ion.In a few cases acetoxymethylation is observed, presumably via intermediate arylacetic acid. 4-Fluoroanisole is converted to 4-acetoxyanisole.In all preparative aspects, the reaction is closely similar to anodic and Ag(II) mediated acetoxylation.A study of substituted effects upon α acetoxylation showed a good linear relationship between log krel and Eo for oxidation of the alkylaromatic substrates (slope -3.2 V-1).A strong deuterium isotope effect (KH/kD ca. 6) is indicative of a rate-determining step involving hydrogen atom transfer ("concerted electron/proton transfer") from the α C-H bond to an oxygen of the heteropoly ion.