208252-54-4Relevant articles and documents
Surface decorated magnetic nanoparticles with Mn-porphyrin as an effective catalyst for oxidation of sulfides
Shokoohi, Saeedeh,Rayati, Saeed
, p. 8 - 18 (2021/07/19)
Mn-porphyrin complex was anchored coordinatively to silica-coated surface of magnetic nanoparticles (SMNP). Afterward, a heterogeneous nanocatalyst (Fe3O4@SiO2-MnTCPP) has been characterized by Fourier transform infrared (FT-IR), ultraviolet-visible (UV-vis) spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), thermogravimetric analysis (TGA), and transmission electron microscope (TEM). A thermal stability up to around 350°C was verified for prepared nanocatalyst based on thermogravimetric analysis. Finally, the catalytic performance of magnetically recoverable Mn-catalyst was exploited in the green oxidation of different sulfides with urea hydrogen peroxide (UHP) in the presence of imidazole as co-catalyst in ethanol under heterogeneous conditions. The eco-friendly property of ethanol strongly induced us to employ it as the reaction solvent in this oxidation system. Complete conversion (≥99) of sulfides to the corresponding sulfoxide or sulfones was obtained for ethyl phenyl sulfide, phenyl vinyl sulfide, diallyl sulfide, thiocyanatoethane, 2-ethyl mercaptoethanol and tetrahydrothiophene. Moreover, the recovered catalysts keep constant conversion yield up to at least three cycles.
Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst
Zhao, Bin,Hammond, Gerald B.,Xu, Bo
supporting information, (2021/09/13)
We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.
Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide
Cao, Zhong-Yan,Li, Xiaolong,Lu, Hao,Wang, Panpan,Wang, Shengqiang,Xu, Xiaobo,Yan, Leyu,Yang, A-Xiu
supporting information, p. 8691 - 8695 (2021/10/22)
A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.
Highly efficient and selective aqueous aerobic oxidation of sulfides to sulfoxides or sulfones catalyzed by tungstate-functionalized nanomaterial
Luque, Rafael,Rajabi, Fatemeh,Vessally, Esmail,Voskressensky, Leonid
, (2021/10/08)
A Br?nsted acidic ionic solid comrising tungstate-functionaized polyorganosiloxane framework (PMO-IL-WO42?) efficiently catalysed aerobic oxidation of sulfides in aqueous medium. The catalyst can selectively produce sulfoxides or sulfones by running the reaction at room temperature or 50 °C, respectively. Because of the ionic liquid-based charged surface containing hydrophobic organic functional groups and hydrophilic sulfonic acid group, the synergestic hydrophobic/hydrophilic and redox effect of PMO-IL-WO42- as water-friendly interfacial nanocatalyst simplifies and enhances the activity and selectivity toward the target sulfoxides or sulfones in water. Moreover, the PMO-IL-WO42- nanocatalyst exhibited outstanding stability and activity and can be recycled eight reaction runs without any significant activity and selectivity loss.
ZnO-POM Cluster Sub-1 nm Nanosheets as Robust Catalysts for the Oxidation of Thioethers at Room Temperature
Liu, Junli,Shi, Wenxiong,Wang, Xun
supporting information, p. 16217 - 16225 (2021/10/12)
Two-dimensional (2D) zinc oxides have attracted more and more research interests due to their unique properties. Yet, it remains a great challenge to limit the thickness to the sub-1 nm scale and further combine with other components to obtain 2D hybrid zinc oxide (ZnO)-based sub-1 nm materials. Herein, a versatile strategy was successfully developed to realize the controllable preparation of ZnO-polyoxometalate (POM)-based 2D hybrid sub-1 nm nanosheet (HSNS) superstructures by incorporating three kinds of molybdenum-based POM clusters into the zinc oxide system. Molecular dynamics simulation results demonstrated that POM clusters interact with ZnO/Zn(OH)2molecules and coassembled into stable 2D HSNSs. Significantly, theses materials as robust catalysts showed excellent catalytic activity, selectivity, and stability in the oxidation of thioethers at room temperature, which partly can be attributed to the special 2D sub-1 nm nanostructures with large specific areas leading to the full exposure of active sites. Meanwhile, the synergetic effect of multiple components also played an important role during the catalytic process. Thus, this work would pave the way for the precise synthesis of multicomponent 2D hybrid sub-1 nm materials for widespread applications.
Environmentally responsible, safe, and chemoselective catalytic hydrogenation of olefins: ppm level Pd catalysis in recyclable water at room temperature
Gallou, Fabrice,Gao, Eugene S.,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.
supporting information, p. 6055 - 6061 (2020/10/14)
Textbook catalytic hydrogenations are typically presented as reactions done in organic solvents and oftentimes under varying pressures of hydrogen using specialized equipment. Catalysts new and old are all used under similar conditions that no longer reflect the times. By definition, such reactions are both environmentally irresponsible and dangerous, especially at industrial scales. We now report on a general method for chemoselective and safe hydrogenation of olefins in water using ppm loadings of palladium from commercially available, inexpensive, and recyclable Pd/C, together with hydrogen gas utilized at 1 atmosphere. A variety of alkenes is amenable to reduction, including terminal, highly substituted internal, and variously conjugated arrays. In most cases, only 500 ppm of heterogeneous Pd/C is sufficient, enabled by micellar catalysis used in recyclable water at room temperature. Comparison with several newly introduced catalysts featuring base metals illustrates the superiority of chemistry in water.
Continuous bioinspired oxidation of sulfides
Crociani, Letizia,Mangiavacchi, Francesca,Marini, Francesca,Sancineto, Luca,Santi, Claudio
, (2020/07/02)
A simple, efficient, and selective oxidation under flow conditions of sulfides into their corresponding sulfoxides and sulfones is reported herein, using as a catalyst perselenic acid generated in situ by the oxidation of selenium (IV) oxide in a diluted aqueous solution of hydrogen peroxide as the final oxidant. The scope of the proposed methodology was investigated using aryl alkyl sulfides, aryl vinyl sulfides, and dialkyl sulfides as substrates, evidencing, in general, a good applicability. The scaled-up synthesis of (methylsulfonyl)benzene was also demonstrated, leading to its gram-scale preparation.
Synthesis method of 1,4-butane sultone
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Paragraph 0010; 0030; 0033-0034; 0036; 0039-0040; 0042-0046, (2019/06/12)
The invention relates to a synthesis method of 1,4-butane sultone and belongs to the technical field of compound synthesis. The synthesis method takes tetrahydrofuran and acetylchloride as raw materials and comprises the following steps: A, preparation of butylchloroacetate: placing tetrahydrofuran and zinc powder in a container, cooling to 15 DEG C or lower, beginning to dropwise add acetylchloride, after dropwise adding, heating to 45 DEG C, holding the temperature for 8-10 hours, then heating to 60 DEG C, holding the temperature for 1-2 hour, performing pressure reduction to extract butylchloroacetate, and B, preparation of 1,4-butane sultone: allowing butylchloroacetate, sodium sulfite and water to give a heating reflux reaction for 14-16 hour, performing pressure reduction till a solid is separated out, cooling to 45 DEG C or lower, dropwise adding methanol hydrochloride solution, performing stirring for 1-2 hours, cooling to 4-6 DEG C, performing suction filtration, performing pressure reduction on filtrate to extract methanol, water and acetic acid, then heating to 130 DEG C, performing high vacuum pressure reduction cyclization for 0.5-1 hour, heating to 150 DEG C, and thenperforming high vacuum pressure reduction to extract 1,4-butane sultone. The synthesis method is simple; a reaction process is mild and stable; a prepared target product is high in yield and purity,and very low in water content and acid content.
Fe3O4?BNPs?SiO2-SO3H as a highly chemoselective heterogeneous magnetic nanocatalyst for the oxidation of sulfides to sulfoxides or sulfones
Ghanbari Kermanshahi, Mohammad,Bahrami, Kiumars
, p. 36103 - 36112 (2019/11/20)
To achieve green chemistry goals and also to reduce the cost of catalysts as well as to avoid producing toxic wastes and show the importance of separation and recycling of catalysts from the reaction medium, in this work, we describe the preparation and characterization of magnetic acidic boehmite nanoparticles as a heterogeneous catalyst, which is called Fe3O4?BNPs?SiO2-SO3H. This catalyst works efficiently in the selective oxidation of sulfides to sulfoxides or sulfones in the presence of H2O2 as a green oxidant. It can easily be separated from the reaction medium by using an external magnet and it was recycled 6 times without loss of magnetic catalytic properties.
Fe3O4/PEG-SO3H as a heterogeneous and magnetically-recyclable nanocatalyst for the oxidation of sulfides to sulfones or sulfoxides
Mirfakhraei, Saeideh,Hekmati, Malak,Eshbala, Fereshteh Hosseini,Veisi, Hojat
, p. 1757 - 1761 (2018/02/09)
We present below a sulfonated-polyethylene glycol-coated Fe3O4 nanocomposite (Fe3O4/PEG-SO3H) as a greatly effective and ecological nanocatalyst for the selective oxidation of sulfides to sulfoxides or sulfones with brilliant yields under solvent-free conditions by employing 30% hydrogen peroxide as the oxidant. A number of sulfides containing alcohol, ester, and aldehyde functional groups were fruitfully and selectively oxidized without altering the desired characteristics. The magnetic nanocatalyst (Fe3O4/PEG-SO3H) can be conveniently and swiftly retrieved through the utilization of an external magnetic tool and recycled for more than 10 reaction runs without significantly decreasing its catalytic behavior.
