513-12-2Relevant academic research and scientific papers
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.
Robust Organic Photosensitizers Immobilized on a Vinylimidazolium Functionalized Support for Singlet Oxygen Generation under Continuous-Flow Conditions
Kobayashi, Shū,Koumura, Nagatoshi,Masuda, Koichiro,Onozawa, Shun-Ya,Sato, Kazuhiko,Shimada, Shigeru,Wang, Yao
supporting information, p. 497 - 501 (2020/03/13)
Rose Bengal was immobilized on a vinylimidazolium functionalized support, and the heterogeneous organic photosensitizer thus prepared was applied for photooxidation reactions of organic molecules under continuous-flow conditions. Substituents of the cation part of the support were found to play a crucial role in determining the lifetime of the catalyst. More than 11 days continuous operation of a flow reaction was achieved.
“Dark” Singlet Oxygen Made Easy
Elsherbini, Mohamed,Allemann, Rudolf K.,Wirth, Thomas
supporting information, p. 12486 - 12490 (2019/08/26)
An operationally simple continuous flow generator of “dark” singlet oxygen has been developed. The singlet oxygen was efficiently reacted with several chemical traps to give the corresponding oxygenated products in high yields. The developed “dark” singlet oxygen generator has been successfully applied in the synthesis of the antimalarial drug artemisinin.
A peroxotungstate-ionic liquid brush assembly: An efficient and reusable catalyst for selectively oxidizing sulfides with aqueous H2O 2 solution in neat water
Shi, Xianying,Ma, Wenjuan,Ou, Hui,Han, Xiaoyan,Lu, Congmin,Chen, Yan,Wei, Junfa
, p. 1536 - 1542 (2012/11/07)
An efficient and reusable heterogeneous catalytic assembly of peroxotungstate held in a ionic liquid (IL) brush was synthesized and an environmentally-friendly procedure was developed for selective oxidation of sulfides at room temperature using 30 wt.percent hydrogen peroxide as the terminal oxidant and water as a sole solvent. No organic co-solvent or other additive was needed. A 1.5-2.0 molpercent (based on W atom) loading catalyst was found to be sufficient for a smooth and clean reaction. Both aliphatic and aromatic sulfides were efficiently and selectively transformed into their respective sulfoxides or sulfones by simply controlling of equivalents of hydrogen peroxide. In addition to the high catalytic activity, the catalyst exhibits excellent chemoselectivity. Sensitive functional groups, such as double bond and hydroxyl, remained under the oxidation conditions the reaction even with an excess hydrogen peroxide. The catalyst was easily recovered (via simple filtration) and reused at least eight times without a noticeable loss of activity. ?2012 Sociedade Brasileira de Qui?mica.
Highly efficient continuous flow reactions using singlet oxygen as a "Green" reagent
Levesque, Francois,Seeberger, Peter H.
supporting information; experimental part, p. 5008 - 5011 (2011/12/04)
Described is a new method for the efficient in situ production of singlet oxygen in a simple continuous flow photochemical reactor. The extremely large interfacial area generated by running the biphasic mixture in a narrow channel at a high flow rate ensures high throughput as well as fast and efficient oxidation of various alkenes, 1,3-dienes, and thioethers on a preparative scale.
Organic sulfur mechanisms. 24. Preparation and reaction of 2-hydroxyethanesulfonyl chloride, the first hydroxyalkanesulfonyl chloride
King, James Frederick,Hillhouse, John Henry
, p. 1583 - 1593 (2007/10/02)
2-Hydroxyethanesulfonyl chloride (1a) is readily made by reaction of an aqeous solution of 2-mercaptoethanol (4a) with chlorine.This is the first clearly proved preparation of a compound which is both an alcohol and a sulfonyl chloride.Reactions of 1a with water and alcohols evidently proceed largely by intramolecular cyclization to the transient β-sultone (2a), which then undergoes nucleophilic ring opening to form the products.In the presence of tertiary amines a minor but significant part of the reaction is shown by deuterium labelling to proceed via hydroxymethylsulfene (14), the principal reaction of which is simply to add the alcohol or water; only a small part, if any, of the sulfene (14) loses the hydroxyl group to give the ethenesulfonate derivatives (13 or 22).Aqueous chlorination of 3-mercapto-1-propanol gave 3-chloro-1-propanesulfonyl chloride (5a) and 1,3-propane sultone (2b) with no sign of any 3-hydroxy-1-propanesulfonyl chloride (1b).A mechanism for the aqueous chlorination process invoking a cyclic chlorooxasulfoxonium ion (27) is discussed.
2-Hydroxyethanesulphonyl Chloride: a Sulphonyl Chloride with a Primary Hydroxy-group
King, James F.,Hillhouse, John H.
, p. 295 - 296 (2007/10/02)
The preparation of 2-hydroxyethanesulphonyl chloride (1), the first example of a compound containing both sulphonyl chloride and primary alcohol functions, is described; reaction of (1) with base gives products evidently derived from the sulphene (4) and the β-sultone (6).
