930-68-7Relevant articles and documents
Bersohn,M.
, p. 2136 - 2138 (1961)
Coordination chemistry of 1,3-bis(2-pyridylimino)- and 1,3-bis-(2- thiazolylimino)isoindole copper complexes: Investigation of their catalytic behavior in oxidation reactions
Meder, Markus B.,Gade, Lutz H.
, p. 2716 - 2722 (2004)
The copper complexes [Cu(4-MeBPI)(OAc)] (4), [Cu(4-Me-10-tBuBPI)(OAc)] (5) and [Cu(BTI)(OAc)] (6) [BPI = 1,3-bis(2-pyridylimino)isoindole, BTI = 1,3-bis(2-thiazolylimino)isoindole] were prepared by reaction of the protio ligands with copper(II) acetate. Compounds 4 and 6 were characterized by X-ray diffraction, establishing distorted square-planar coordination geometries of the copper ions. Two monoclinic modifications of 6 (6a and 6b) were found, both crystallizing in the space group P21/c, but possessing different cell parameters. In contrast to 6a, which is monomeric in the crystal, the second monoclinic modification 6b has a more complicated crystal structure, which is composed of both monomeric complex units such as those found in 6a and infinite chains of coordination polymers. The copper atoms in the polymeric chains of 6b display fivefold coordination and a ligand polyhedron that is an intermediate form between a trigonal-bi-pyramidal and a square-pyramidal geometry. The allylic peroxylation of cyclohexene with tBuOOH (70% aqueous solution) catalyzed by 4 and 6 (0.17 mol %) gave tert-butylperoxy-3-cyclohexene with selectivities of 86% and 80% (based on cyclohexene) and turnover frequencies of 63 h -1 and 18 h-1, respectively. The peroxylation reaction is thought to proceed according to a Haber-Weiss radical chain mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Assessment of the Antioxidative and Prooxidative Activities of Two Aminoreductones Formed during the Maillard Reaction: Effects on the Oxidation of β-Carotene, Nα-Acetylhistidine, and cis-Alkenes
Pischetsrieder, Monika,Rinaldi, Francesco,Gross, Ursula,Severin, Theodor
, p. 2945 - 2950 (1998)
In short-time-heated mixtures of lactose and Nα-acetyllysine 1-[N∈-(N α-acetyllysinyl)]-1,2-dehydro1,4-dideoxy-3-hexulose (C6-AR) is formed as main product, whereas 3-hydroxy-4-(alkylamino)-3-buten-2-one (C
Polyoxometalate-molybdenylacetylacetonate hybrid complex: A reusable and efficient catalyst for oxidation of alkenes with tert-butylhydroperoxide
Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj,Javadi, Maedeh Moshref
, p. 244 - 249 (2010)
The hybrid complex consist of molybdenylacetylacetonate complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was synthesized and characterized by elemental analysis, SEM, XRD, diffuse re
Synthesis and characterization of gold nanoparticles supported on thiol functionalized chitosan for solvent-free oxidation of cyclohexene with molecular oxygen
Ghiaci, Mehran,Dorostkar, Nasim,Martínez-Huerta, M. Victoria,Fierro,Moshiri, Parisa
, p. 340 - 349 (2013)
The selective liquid phase oxidation of cyclohexene to 2-cyclohexe-1-one and 1,2-cyclohexanediol has been investigated over gold nanoparticles (GNPs) with molecular oxygen in a solvent-free condition. The gold nanoparticles were immobilized on thiolated chitosan derivative (TChD), by grafting thiol groups on the support. The catalyst was characterized by XPS, N2 adsorption/desorption, TEM, FT-IR and UV-vis spectroscopy. TEM results show that the majority of Au particles have diameters in the range of 3-6 nm. X-ray photoelectron spectroscopy (XPS) revealed the coexistence of both oxidized and metallic gold species on the surface of TChD. The results show that the catalytic performance of GNPs/TChD is quite remarkable and the catalytic activity over recycled catalyst remains at a high level after at least 4 cycles. Activity tests were carried out in an autoclave at 80 C without any solvent. In order to obtain maximum conversion, the reaction parameters such as reaction temperature and time were optimized. Under optimized conditions, a maximum of 87% conversion and 70% selectivity was achieved with the GNPs/TChD catalyst.
Silylated layered double hydroxide nanosheets prepared by a large-scale synthesis method as hosts for intercalation of metal complexes
Guo, Wenya,Zhao, Yuan,Zhou, Fan,Yan, Xiaoliang,Fan, Binbin,Li, Ruifeng
, p. 101 - 108 (2016)
We present a novel strategy for preparing silylated MgAl layered double hydroxide (LDH) intercalated with metal complexes with the purpose of improving the catalytic activity of the intercalated active species. This strategy involves preparing the exfolia
Palladium-catalyzed alkylation of allylic nitrates derived from ceric ammonium nitrate promoted oxidative addition of trimethylsilyloxy-cyclopropanes to 1,3-butadiene
Paolobelli, Anna Belli,Gioacchinia, Fabio,Ruzziconi, Renzo
, p. 6333 - 6336 (1993)
Silyloxycyclopropanes are easily oxidized by eerie ammonium nitrate to generate β-carbonylalkyl radicals which are able to add to 1,3-butadiene to give a mixture of 4-(γ-carbonylalkyl)-substituted 3-nitroxy-1-butenes and 4-(γ-carbonylalkyl) substituted (E)-1-nitroxy-2-butenes (1,2- and 1,4-adducts) in ca. 1:1 molar ratio. The crude mixture, subjected to palladium-catalyzed alkylation by a variety of carbon nucleophiles, affords mainly δ,g3-unsaturated carbonyl compounds with high regio- and stereoselectivity and in satisfactory overall yield.
Palladium-catalyzed stereospecific 1,4-hydrogen migration of cis-cyclohex- 2-en-1,4-diol systems
Takano,Moriya,Kamikubo,Hiroya,Ogasawara
, p. 8485 - 8488 (1993)
It has been revealed that the generation of 2-cyclohexenones from cis- 1,4-dihydroxycyclohexene derivatives under PdCl2(PPh3)2-HCO2NH4 system takes place in an intramolecular pathway involving unprecedented mode of suprafacial 1,4-hydrogen migration across the 1,4-allylic centers.
Conversion of lactones to the higher homologous α,β-unsaturated lactones via hypervalent iodine oxidation of 1-trimethylsilyloxy-2-oxa[n.1.0] cycloalkines
Moriarty,Vaid,Hopkins,Vaid,Prakash
, p. 197 - 200 (1990)
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Oxygen Atom Transfer Mechanism for Vanadium-Oxo Porphyrin Complexes Mediated Aerobic Olefin Epoxidation
Han, Qi,Huang, Jia-Ying,Ji, Hong-Bing,Liu, Xiao-Hui,Tao, Lei-Ming,Xue, Can,Yu, Hai-Yang,Zhou, Xian-Tai,Zou, Wen
, p. 115 - 122 (2021/12/04)
The development of catalytic aerobic epoxidation by numerous metal complexes in the presence of aldehyde as a sacrificial reductant (Mukaiyama epoxidation) has been reported, however, comprehensive examination of oxygen atom transfer mechanism involving free radical and highly reactive intermediates has yet to be presented. Herein, meso-tetrakis(pentafluorophenyl) porphyrinatooxidovanadium(IV) (VOTPFPP) was prepared and proved to be efficient toward aerobic olefin epoxidation in the presence of isobutyraldehyde. In situ electron paramagnetic resonance spectroscopy (in situ EPR) showed the generation, transfer pathways and ascription of free radicals in the epoxidation. According to the spectral and computational studies, the side-on vanadium-peroxo complexes are considered as the active intermediate species in the reaction process. In the cyclohexene epoxidation catalyzed by VOTPFPP, the kinetic isotope effect value of 1.0 was obtained, indicating that epoxidation occurred via oxygen atom transfer mechanism. The mechanism was further elucidated using isotopically labeled dioxygen experiments and density functional theory (DFT) calculations.
Lanthanide metal-organic frameworks for catalytic oxidation of olefins
Tran,Nguyen, Phuong T. K.
, p. 2090 - 2102 (2021/02/06)
Two isostructural lanthanide metal-organic frameworks (Ln-MOF-589, Ln = La3+, Ce3+), constructed from a tetratopic linker, benzoimidephenanthroline tetracarboxylic acid (H4BIPA-TC), have been solvothermally synthesized and characterized. These Ln-MOF-589 materials consist of Lewis acid [Ln2(-COO)6(-COOH)2(H2O)6] units and a naphthalene diimide core, which exhibited promising catalytic activity for the oxidation of olefins. Among them, Ce-MOF-589 exhibited outstanding performance with high conversions of styrene and cyclohexene (94 and 90%, respectively), and good selectivities towards styrene oxide and 2-cyclohexen-1-one (85, and 95%, respectively). Notably, the catalytic activity of Ce-MOF-589 outperformed that of homogeneous and heterogeneous catalysts, and representative MOFs. Also, Ce-MOF-589 can be recycled for at least up to six cycles with no significant loss of catalytic performance.
Selective cyclohexene oxidation to allylic compounds over a Cu-triazole frameworkviahomolytic activation of hydrogen peroxide
Adpakpang, Kanyaporn,Bureekaew, Sareeya,Ponchai, Panyapat
supporting information, p. 7917 - 7921 (2021/06/18)
Utilization of metal-organic frameworks as heterogeneous catalysts is crucial owing to their abundant catalytic sites and well-defined porous structures. Highly robust [Cu3(trz)3(μ3-OH)(OH)2(H2O)4]·2H2O (trz = 1,2,4-triazole) was employed as a catalyst for liquid-phase cyclohexene oxidation with hydrogen peroxide (H2O2). Possessing the porous structure together with Lewis acid attributes from the triangular [Cu3(trz)3(μ3-OH)] center, selective oxidation of cyclohexene to allylic products gives a molar yield of 31% with 87% selectivity. According to the highly selective allylic production, the reaction over the present Cu-MOF plausibly occursviahomolytic activation of H2O2. This finding elucidates the unique features of the MOF for efficient catalysis of cyclohexene oxidation.
