286-20-4Relevant articles and documents
Synthesis, structure and catalytic activity of an oxo-bridged dinuclear oxovanadium complex of an isonicotinohydrazide ligand
Hosseini-Monfared, Hassan,Farrokhi, Afsaneh,Alavi, Sohaila,Mayer, Peter
, p. 267 - 273 (2013)
A mononuclear dioxo vanadium(V) complex of a hydrazone ONO donor ligand, [VVO2(L1)] (1), was synthesized by the reaction of V2O5 and terephthalic acid with H2L 1 in 1:1:1 mol ratio, while an oxo-bridged bis(vanadium(IV)oxo) complex, [μ 2-O-{VIVO(L2)}2] (2), was synthesized by the treatment of isonicotinic acid hydrazide, salicylaldehyde and CoSO4·7H2O with bis(acetylacetonato)oxovanadium(IV) (H2L1 = isonicotinic acid(2-hydroxy-benzylidene)-hydrazide, H2L2 = isonicotinic acid (1-methyl-3-oxo-butylidene)-hydrazide). The complexes were characterized by elemental analyses and spectroscopic methods. The crystal structure of complex 2 was determined by X-ray analysis. The complexes were tested as catalysts for the oxidation of cycloalkenes and benzyl alcohol using H 2O2 as terminal oxidant. Excellent selectivity was achieved in the oxidation of cyclohexene.
Oxidation of alkenes with hydrogen peroxide, catalyzed by boron trifluoride. Synthesis of vicinal methoxyalkanols
Terent'ev,Boyarinova,Nikishin
, p. 592 - 596 (2008)
In oxidation of alkenes with the BF3-H2O2 system, boron trifluoride induces transfer of available oxygen from hydrogen peroxide, accompanied by the formation of epoxides. The oxidation in methanol occurs as a one-pot two-step process involving epoxidation of the C=C bond followed by opening of the oxirane ring, with the formation of methoxyalkanols.
Epoxidation of cyclohexene with molecular oxygen by electrolysis combined with chemical catalysis
Wang, Yanlong,Deng, Jie,Zhang, Chao,Wu, Wenfeng,Xie, Qingji,Liu, Yachun,Fu, Zaihui
, p. 1723 - 1729 (2014)
This paper describes an electrochemical coupling epoxidation of cyclohexene by molecular oxygen (O2) under mild reaction conditions. Herein, the electroreduction of O2 to hydrogen peroxide (H2O2) efficiently proceeds in a relatively environmentally friendly acetone/water medium containing electrolytes at 25-30 °C on a self-assembled H type of electrolysis cell with tree electrodes system, providing ca. 44.3 mM concentration of H2O2 under the optimal electrolysis conditions. The epoxidation of cyclohexene with in situ generated H2O2 simultaneously occurs upon catalysis by metal complexes, giving ca. 19.8 % of cyclohexene conversion with 78 % of epoxidative selectivity over the best catalyst 5-Cl-7-I-8-quinolinolato manganese(III) complex (Q3MnIII (e)). The present electrochemical coupling epoxidation result is nearly equivalent to the epoxidation of cyclohexene with adscititious H2O2 catalyzed by the Q3MnIII (e).
Styrene-hydroxyethyl methacrylate copolymer microsphere immobilized porphyrinatomanganese(III) as a mild, reusable and highly efficient catalyst for epoxidation of cyclohexene with molecular oxygen
Ye, Yuan-Jian,Zhou, Xian-Tai,Huang, Jin-Wang,Cai, Jin-Hua,Wu, Wen-Hai,Yu, Han-Cheng,Ji, Hong-Bin,Ji, Liang-Nian
, p. 29 - 34 (2010)
On the basis of synthesis of styrene-hydroxyethyl methacrylate copolymer microspheres with a functionalized hydroxyl, we have prepared a new type of copolymer microspheres immobilized porphyrinatomanganese(III), P(St-co-HEMA)MnP, by a condensation reactio
New TiF4/SiO2 Catalysts for Liquid-phase Epoxidations with Aqueous H2O2
Jorda, E.,Tuel, A.,Teissier, R.,Kervennal, J.
, p. 1775 - 1776 (1995)
Ti-supported amorphous silica catalysts are prepared using a simple and original route with TiF4 and are very active in epoxidation reactions with aqueous hydrogen peroxide solutions.
Well-controlled radical-based epoxidation catalyzed by copper complex immobilized on bipyridine-periodic mesoporous organosilica
Ishikawa, Satoshi,Maegawa, Yoshifumi,Waki, Minoru,Inagaki, Shinji
, p. 87 - 92 (2019)
The development of synthetic methods and reaction systems for safe radical reactions is of extremely industrial importance. Here we proposed new concept for a safe radical reaction system based on combined use of a mesoporous catalyst and an insoluble solid scavenger. We selected Mukaiyama epoxidation of olefin as a model radical reaction and investigated the catalysis of Cu-bipyridine complexes immobilized on trimethylsilylated bipyridine-periodic mesoporous organosilica as a solid support. The immobilized Cu complex exhibited high catalytic activity and reusability for Mukaiyama epoxidation at low substrate concentration (1 mmol) but free-radical auto-oxidation also occurred at high substrate concentration (7 mmol). Although both epoxidation reactions outside and inside the mesochannels were almost completely quenched by addition of molecular scavenger, addition of solid scavenger allowed quenching the reaction outside the mesopores but not inside the mesopores because the solid scavenger could not access the interior of the mesochannels. Thus, the combined use of a mesoporous catalyst and a solid radical scavenger would offer new reaction system for safe radical reactions.
The remarkable catalytic activity of the saturated metal organic framework V-MIL-47 in the cyclohexene oxidation
Leus, Karen,Muylaert, Ilke,Vandichel, Matthias,Marin, Guy B.,Waroquier, Michel,Van Speybroeck, Veronique,Van Der Voort, Pascal
, p. 5085 - 5087 (2010)
The remarkable catalytic activity of the saturated metal organic framework MIL-47 in the epoxidation of cyclohexene is elucidated by means of both experimental results and theoretical calculations. The Royal Society of Chemistry 2010.
A mild catalytic oxidation system: FePcOTf/H2O2 applied for cyclohexene dihydroxylation
Zhou, Baocheng,Chen, Wenxing
, p. 8429 - 8439 (2015)
Iron (III) phthalocyanine complexes were employed for the first time as a mild and efficient Lewis acid catalyst in the selective oxidation of cyclohexene to cyclohexane-1,2-diol. It was found that the catalyst FePcOTf shown excellent conversion and moderate selectivity relative to other iron (III) phthalocyanine complexes. The optimum conditions of the oxidation reaction catalyzed by FePcOTf/H2O2 have been researched in this paper. Iron (III) phthalocyanine triflate (1 mol %) as catalyst, hydrogen peroxide as oxidant, methanol as solvent, and a mole ratio of substrate and oxidant (H2O2) of 1:1 were used for achieving moderate yields of 1,2-diols under reflux conditions after eight hours.
Enhanced Catalysis Activity in a Coordinatively Unsaturated Cobalt-MOF Generated via Single-Crystal-to-Single-Crystal Dehydration
Ren, Hai-Yun,Yao, Ru-Xin,Zhang, Xian-Ming
, p. 6312 - 6318 (2015)
Hydrothermal reaction of Co(NO3)2 and terphenyl-3,2″,5″,3′-tetracarboxyate (H4tpta) generated Co3(OH)2 chains based 3D coordination framework Co3(OH)2(tpta)(H2O)4 (1) that suffered from single-crystal-to-single-crystal dehydration by heating at 160 °C and was transformed into dehydrated Co3(OH)2(tpta) (1a). During the dehydration course, the local coordination environment of part of the Co atoms was transformed from saturated octahedron to coordinatively unsaturated tetrahedron. Heterogenous catalytic experiments on allylic oxidation of cyclohexene show that dehydrated 1a has 6 times enhanced catalytic activity than as-synthesized 1 by using tert-butyl hydroperoxide (t-BuOOH) as oxidant. The activation energy for the oxidation of cylcohexene with 1a catalyst was 67.3 kJ/mol, far below the value with 1 catalysts, which clearly suggested that coordinatively unsaturated CoII sites in 1a have played a significant role in decreasing the activation energy. It is interestingly found that heterogeneous catalytic oxidation of cyclohexene in 1a not only gives the higher conversion of 73.6% but also shows very high selectivity toward 2-cyclohexene-1-one (ca. 64.9%), as evidenced in high turnover numbers (ca. 161) based on the open Co(II) sites of 1a catalyst. Further experiments with a radical trap indicate a radical chain mechanism. This work demonstrates that creativity of coordinatively unsaturated metal sites in MOFs could significantly enhance heterogeneous catalytic activity and selectivity. (Graph Presented).
A model for methane mono-oxygenase: Dioxygen oxidation of alkanes by use of a μ-oxo binuclear iron complex
Kitajima, Nobumasa,Fukui, Hideno,Moro-Oka, Yoshihiko
, p. 485 - 486 (1988)
Adamantane and cyclohexane are oxidised with dioxygen in CH 2Cl2 in the presence of acetic acid, Zn powder, and a μ-oxo binuclear iron complex.
