13153-10-1Relevant academic research and scientific papers
Ionic liquid-functionalized amphiphilic Janus nanosheets afford highly accessible interface for asymmetric catalysis in water
Li, Chaoping,Liu, Su,Pi, Yibing,Feng, Jingwen,Liu, Zewei,Li, Shiye,Tan, Rong
, p. 236 - 245 (2021)
High oil/water interfacial area together with accessible interfaces for regents is the key to achieving efficient asymmetric catalysis in water. Herein, by taking advantage of the excellent interfacial activity of Janus nanosheets (JNS), as well as the unique compatibility of imidazolium ionic liquid (IL), we developed a series of IL-functionalized amphiphilic Janus mesosilica nanosheets which afford highly accessible reaction interfaces for highly enantioselective sulfoxidation in water. The JNS-typed chiral salen TiIV catalysts were prepared by selectively decorating hydrophobic chiral salen TiIV complex on one side of Janus mesosilica nanosheets through the imidazolium-based IL linker. Benefiting from the two-dimensional porous Janus structure, as well as the compatible IL linker, the IL-tagged JNS catalysts afforded high oil/water interfacial areas and highly accessible reaction interface for sulfides and H2O2, significantly accelerating asymmetric sulfoxidation in water using H2O2 as an oxidant. In addition, they can be facilely recovered for stable reuse by simple centrifugation.
Asymmetric Synthesis of Phenyl Alkyl Sulphoxides via the Non-destructive Mediation of the Chiral Iron Acyl 5-C5H5)Fe(CO)(PPh3)COCH2Me>
Davies, Stephen G.,Gravatt, G. Lance
, p. 780 - 781 (1988)
The chiral sulphoxide (RSS)-5-C5H5)Fe(CO)(PPh3)COCHMeSOPh> can be efficiently and stereoselectively prepared from (R)-5-C5H5)Fe(CO)(PPh3)COCH2Me> via the asymmetric oxidation of the corresponding sulphide: treatment of (RSS)-(
The Pummerer-type reaction mediated ring-opening of 2-alkyl substituted 1-[(2-methoxyethoxy)methoxy]-2-(phenylsulfinyl)cyclopropanes
Pohmakotr, Manat,Moosophon, Panawan,Pisutjaroenpong, Somchai,Tuchinda, Patoomratana,Reutrakul, Vichai
, p. 4389 - 4391 (2001)
α-Lithiated 1-[(2-methoxyethoxy)methoxy]-2-(phenylsylfinyl)cyclopropane reacted smoothly with alkylating agents to afford the corresponding α-alkylated cyclopropylsulfoxides, which underwent the Pummerer-type reaction mediated ring-opening at low temperature (-78°C) by employing TFAA/Pri2NEt/CH2Cl2 to give mixtures of β-(phenylthio)-α,β- and γ,δ-unsaturated aldehydes.
Novel mesoporous polyoxometalate hybrid catalysts for heterogeneous oxidation of thioethers
Karimi,Mahjoub
, p. 984 - 988 (2011)
K6P2W18O62 and K 14[NaP5W30O110] polyoxometalate salts are synthesized and immobilized within MCM-48, SBA-3, SBA-15 and NH 3+ functionalized meso
Oxidation of organic sulfides with clay-supported iodosylbenzene as oxygen donor
Kannan, Pothiraj,Sevvel, Ranganathan,Rajagopal, Seenivasan,Pitchumani, Kasi,Srinivasan, Chockalingam
, p. 7635 - 7640 (1997)
Alkyl, aryl and diaryl sulfides afford excellent yields of sulfoxides with PhIO supported on natural (montmorillonite, KSF and bentonite clay) as well as cation-exchanged clays of K10-montmorillonite in acetonitrile suspension and also in solid state. A l
Selective Oxidation of Sulfides in Flow Chemistry
Silva, Filipa,Baker, Alastair,Stansall, James,Michalska, Weronika,Yusubov, Mehkman S.,Graz, Michael,Saunders, Robert,Evans, Gareth J. S.,Wirth, Thomas
, p. 2134 - 2137 (2018)
A packed-bed reactor with oxone has been employed for selective oxidations of sulfur compounds. Various sulfides containing different functional groups are efficiently oxidized to the corresponding sulfoxides without formation of sulfones or other side products.
Light-controlled cooperative catalysis of asymmetric sulfoxidation based on azobenzene-bridged chiral salen TiIVcatalysts
Fu, Wenqin,Gao, Mengqiao,Li, Chaoping,Pi, Yibing,Tan, Rong,Wang, Weiying,Yin, Donghong
, p. 5993 - 5996 (2020)
Incorporation of azobenzene into the linker of bimetallic chiral salen TiIVcatalysts allowed the photoswitchable arrangement of the two Ti(salen) units throughcis/transphotoisomerization of azobenzene. The differently arranged Ti(salen) units changed their cooperative function to reflect the positional relationships, as a result, their efficiency as cooperative catalysts in asymmetric sulfoxidation could be readily controlled by light stimuli.
Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides
Yang, Zhanhui,Xu, Wei,Wu, Qiuyue,Xu, Jiaxi
, p. 3051 - 3057 (2016)
A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.
Efficient and convenient oxidation of sulfides to sulfoxides with molecular oxygen catalyzed by Mn(OAc)2 in ionic liquid [C12mim][NO3]
Hu, Yu-Lin,Fang, Dong,Xing, Rong
, p. 51140 - 51145 (2004)
A simple, efficient, and eco-friendly procedure for aerobic oxidation of sulfides catalyzed by Mn(OAc)2/[C12mim][NO3] has been developed. The reactions afford the target products in good to high yields and no over-oxidatio
Selective oxidation of sulfides to sulfoxides with poly[4-hydroxy(tosyloxy) iodo]styrene
Liu, Ping,Liu, Shi-Juan,Zhang, Ji-Zhen,Tian, Guan-Rong
, p. 3173 - 3177 (2005)
Sulfides can be selectively converted to corresponding sulfoxides in excellent yields under mild conditions by linear and 1% cross-linked poly[4-hydroxy(tosyloxy)iodo]styrene (PSHTIB). Copyright Taylor & Francis, Inc.
