67-68-5Relevant articles and documents
Cotton, F. A.,Francis, R.
, p. 2986 - 2991 (1960)
Synthesis and reactivity of two new trichloromethyl substituted dihydroisoquinoline-derived oxaziridines
Aydi, Rihab,Kammoun, Majed
, p. 134 - 144 (2016)
N-Alkyl oxaziridines may be used as reagents for the oxidation of sulfides in acid-promoted reactions. This article reports on a simple and efficient synthesis of two new trichloromethyl substituted dihydroisoquinoline oxaziridines, a new family of organi
Magnetic nanoparticles supported Cu2+ and Ce3+ complexes: toward the chemical and electrochemical oxidation of alcohol and sulfide derivatives
Tamoradi, Taiebeh,Navaee, Aso,Salimi, Abdollah,Mousavi, Seyedeh Masoumeh,Ghadermazi, Mohammad,Veisi, Hojat
, p. 4517 - 4530 (2019)
Abstract: Heterogeneous catalysts are more prominent rather than homogenous catalysts since they are simply separated from products. To improve and develop heterogeneous catalysts, two core–shell magnetic nanocatalysts are prepared by anchoring of Cu and Ce complexes on the surface of Fe3O4, then the efficiency of the obtained catalysts are tested toward both chemical and electrochemical oxidation of sulfide and alcohol derivatives. Characterization of mentioned catalysts was performed by using FT-IR, XRD, EDX and SEM. The obtained results confirm that the reported method has outstanding advantages such as short reaction time, high yield, easy operation, easy separation, inexpensive and non-toxic material and chemical and thermal stability. Graphical abstract: [Figure not available: see fulltext.].
Kinetics and mechanism of the oxidation of dimethyl sulfide by hydroperoxides in aqueous medium: Study on the potential contribution of liquid-phase oxidation of dimethyl sulfide in the atmosphere
Amels, Peter,Elias, Horst,Wannowius, Klaus-Juergen
, p. 2537 - 2544 (1997)
Conventional and multi-wavelength stopped-flow spectrophotometry has been used to study the kinetics of the oxidation of dimethyl sulfide (DMS) by hydroperoxides, ROOH = hydrogen peroxide (H2O2), peroxo formic acid (HCO3H), peroxo acetic acid (CH3CO3H), peroxo nitrous acid (ONOOH), peroxo monosulfuric acid anion (PMS = HSO5-), and the H2O2 analogue hypochlorous acid (HOCl), in aqueous solution in the pH range 0-14 at 293 K and I = 1.0 M. The reaction between DMS and ROOH and between dimethyl sulfoxide (DMSO) and ROOH is a second-order process, leading to DMSO and dimethyl sulfone (DMSO2), respectively. It was shown by gas chromatography that, except for the oxidant ONOOH, DMSO and DMSO2 are the only oxidation products. It follows from the pH dependence of the second-order rate constant k2 that both the hydroperoxide ROOH, rate constant kROOH, and its anion ROO-, rate constant kROO, oxidize DMS and DMSO, respectively. The data for kROOH (dm3 mol-1 s-1) and for kROO (dm3 mol-1 s-1) at 293 K for the formation of DMSO and DMSO2 are presented. For the oxidation of DMS kROOH > kROO; for the step DMS → DMSO, kROOH ranges from 4780 (PMS) to 0.018 (H2O2), whereas kROO lies in the range 88 (PMS) to 0.0018 (H2O2); for the step DMSO → DMSO2, kROOH ranges from 349 (HOCl) to 2.7 × 10-6 (H2O2), whereas kROO lies in the range 18 (PMS) to 8.4 × 10-5 (H2O2). A mechanistic interpretation of the oxidation reactions, based on the ambifunctional character of both ROOH and DMSO, is presented. The relevance of in-cloud oxidation of DMS by atmospheric hydroperoxides such as CH3CO3H and HCO3H is discussed and substantiated.
Thermal analysis, phase transitions and molecular reorientations in [Fe(OS(CH3)2)6](ClO4)2
Szostak, El?bieta,Migda?-Mikuli, Anna
, p. 1151 - 1158 (2017)
Thermogravimetric analysis connected with quadruple mass spectroscopy (TG/MS) for an identification of [Fe(OS(CH3)2)6](ClO4)2 decomposition products, carried out to determine its thermal stability, has indicated that the title compound does not change its mass till ca. 385?K. Above this temperature, it starts slowly to lose a part of (CH3)2SO ligands, which begins to form a liquid phase, in which the title compound partially dissolves. Finally, at ca. 476?K, when two from six coordinated (CH3)2SO were detached from central atom, the [Fe(OS(CH3)2)4](ClO4)2 is formed. At ca. 514?K this sample explodes. Differential scanning calorimetry (DSC) measurements performed in the temperature range of 100–443?K revealed existence of two anomalies on DSC curves. The first, a big one, at Tc?≈?338?K is associated with the phase transition: crystal phase Cr. 1???rotational phase Rot. 1, and the second, a small one, at Tm1?≈?414?K is associated with two parallel processes, which are: decomposition of [Fe(OS(CH3)2)6](ClO4)2 with the DMSO release and dissolution of [Fe(OS(CH3)2)6?x](ClO4)2 in DMSO. The large value of solid–solid phase transition entropy change (?Sc?≈?79.3?J?mol?1?K?1) and small value of the melting process (?Sm?≈?5.8?J?mol?1?K?1) indicate on such large configurational disorder in the high-temperature phase that this phase can be considered as a rotational phase (so called also as “plastic crystals”). The results of the vibrational and reorientational dynamics of (CH3)2SO ligands and ClO4 ? anions in the high- and low-temperature phases of [Fe(OS(CH3)2)6](ClO4)2, investigated by Fourier transform infrared absorption spectroscopy, show that even in the low-temperature phase the CH3 groups in (CH3)2SO ligands and also the ClO4 ? anions perform fast (correlation time τR?≈?10?12?s) reorientational motions. These reorientational motions above Tc temperature became so fast that in the rotational phase they turn into nearly free rotational motions.
Selective oxidation of alcohols and sulfides: Via O2using a Co(ii) salen complex catalyst immobilized on KCC-1: Synthesis and kinetic study
Allahresani, Ali,Hemmat, Kaveh,Naghdi, Elaheh,Nasseri, Mohammad Ali
, p. 37974 - 37981 (2020)
The aim of this study was to immobilize a Co(ii) salen complex on KCC-1 as a catalyst that can be recovered (Co(ii) salen complex?KCC-1). Field-emission transmission electron microscopy, FT-IR spectroscopy, thermogravimetric analysis, elemental analysis,
Synthesis of a Novel μ-Oxo Binuclear Copper(II) Complex Ligated by Hydrotris(3,5-dimethyl-1-pyrazolyl)borate
Kitajima, Nobumasa,Koda, Takayuki,Moro-Oka, Yoshihiko
, p. 347 - 350 (1988)
A novel μ-oxo binuclear copper(II) complex, 2O in which the each of coppers coordinates to three nitrogens, was prepared by the reaction of a copper(I) triphenylphosphine complex with iodosylbenzene.
Trialkylammonium salt degradation: Implications for methylation and cross-coupling
Assante, Michele,Baillie, Sharon E.,Juba, Vanessa,Leach, Andrew G.,McKinney, David,Reid, Marc,Washington, Jack B.,Yan, Chunhui
, p. 6949 - 6963 (2021/06/02)
Trialkylammonium (most notably N,N,N-trimethylanilinium) salts are known to display dual reactivity through both the aryl group and the N-methyl groups. These salts have thus been widely applied in cross-coupling, aryl etherification, fluorine radiolabelling, phase-transfer catalysis, supramolecular recognition, polymer design, and (more recently) methylation. However, their application as electrophilic methylating reagents remains somewhat underexplored, and an understanding of their arylation versus methylation reactivities is lacking. This study presents a mechanistic degradation analysis of N,N,N-trimethylanilinium salts and highlights the implications for synthetic applications of this important class of salts. Kinetic degradation studies, in both solid and solution phases, have delivered insights into the physical and chemical parameters affecting anilinium salt stability. 1H NMR kinetic analysis of salt degradation has evidenced thermal degradation to methyl iodide and the parent aniline, consistent with a closed-shell SN2-centred degradative pathway, and methyl iodide being the key reactive species in applied methylation procedures. Furthermore, the effect of halide and non-nucleophilic counterions on salt degradation has been investigated, along with deuterium isotope and solvent effects. New mechanistic insights have enabled the investigation of the use of trimethylanilinium salts in O-methylation and in improved cross-coupling strategies. Finally, detailed computational studies have helped highlight limitations in the current state-of-the-art of solvation modelling of reaction in which the bulk medium undergoes experimentally observable changes over the reaction timecourse. This journal is
Synthesis and Characterization of Magnetic Functionalized Ni and Cu Nano Catalysts and Their Application in Oxidation, Oxidative Coupling and Various Multi-Component Reactions
Hajjami, Maryam,Sheikhaei, Shiva,Gholamian, Fatemeh,Yousofvand, Zakieh
, p. 2420 - 2435 (2021/01/04)
Abstract: Two magnetic nano catalysts of nickel and copper, Fe3O4@SiO2@DOP-BenPyr-M(II), (M=Ni and Cu) have been synthesized. These catalysts were applied as recoverable, efficient and new heterogeneous catalysts for the high yielding and room temperature one-pot procedure of selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to disulfides. In addition, the catalytic activity of Fe3O4@SiO2@DOP-BenPyr-Ni(II) was investigated as heterogeneous nanocatalyst for synthesis of 2,3-dihydroquinazolin-4(1H)-ones, 5-substituted 1H-tetrazoles and polyhydroquinolines. The synthesized catalysts were characterized by FT-IR, TGA, XRD, VSM, EDX, ICP and SEM techniques. These catalysts were recovered by an external magnet and reused several times without significant loss of catalytic efficiency. Graphic Abstract: [Figure not available: see fulltext.]