104113-36-2Relevant academic research and scientific papers
Synthesis, characterization, and catalysis of recyclable new piperazine-bridged Mo(VI) polymers [MoO 2(Salen)(piperazine)] n in highly selective oxygenation of alkenes and sulfides
Bagherzadeh, Mojtaba,Zare, Maryam
, p. 2885 - 2900 (2013)
This study reports synthesis and characterization of polymeric [MoO2(Salen)] complexes that combine MoO2(acac)2 and polymeric ligands bearing N2O2 coordination sites, abbreviated herein as [piperazinCH2{MoO2(Salen)}]n (6), [piperazinCH2{MoO2(Salophen)}]n (7), and [piperazinCH2{MoO2(Salpn)}]n (8). The epoxidation of alkenes using tert-butyl hydroperoxide and oxidation of sulfides to sulfoxides by urea hydrogen peroxide were enhanced with excellent selectivity under the catalytic influence of these coordination polymers. No relevant difference in activity was found due to change in the diamine in the Schiffs base ligands. The stability of polymeric catalysts was assessed by recycling a sample five times in small batch reactions in both epoxidation and sulfoxidation. In the case of cyclooctene epoxidation, catalytic activity of [piperazinCH2{MoO2(Salen)}]n increased without losing the selectivity, whereas the catalytic activity and selectivity of the spent catalyst decreased in sulfoxidation of methyl phenyl sulfide in consecutive runs. Loss of Mo from the coordination polymer has been investigated using the filtrates as potential catalysts in sulfoxidation reactions. Molybdenum leaching degree decreases through five cycles. Moreover, the catalyst can be recovered from the reaction mixture unchanged as determined by IR and UV-Vis spectra.
Sulfide oxygenation by tert-butyl hydroperoxide with mononuclear (Me 3TACN)Mn catalysts
Barker, Julia E.,Ren, Tong
, p. 6805 - 6808 (2005)
Mononuclear (Me3TACN)MnX3 compounds, where X is Cl-, Br-, or N3-, and Me 3TACN is 1,4,7-N,N′,N″-trimethyl-1,4,7-triazacyclononane, have been tested for catalyzing both sulfide oxygenation and styrene epoxidation by tert-butyl hydroperoxide (TBHP) and display turnover frequencies (TOF) up to 200 h-1 at room temperature. Sulfoxides or sulfones may be produced selectively by varying reaction conditions. Product distribution from the oxygenation reactions of ethyl phenyl sulfide, 2-chloroethyl phenyl sulfide, and styrene is consistent with a mechanism involving an early single-electron transfer (SET) step.
Selective and solventless oxidation of organic sulfides and alcohols using new supported molybdenum (VI) complex in microwave and conventional methods
Das, Siva Prasad,Boruah, Jeena Jyoti
, (2020)
A new dioxo-molybdenum (VI) complex supported on functionalized Merrifield resin (MR-Mo) has been synthesized and characterized by elemental, scanning electron mcroscopy, energy-dispersive X-ray analysis, TGA, Brunauer–Emmett–Teller method, powder-X-ray d
An isotetramolybdate-supported rhenium carbonyl derivative: Synthesis, characterization, and use as a catalyst for sulfoxidation
Lu, Jingkun,Ma, Xinyi,Singh, Vikram,Zhang, Yujiao,Ma, Pengtao,Zhang, Chao,Niu, Jingyang,Wang, Jingping
, p. 5279 - 5285 (2018)
A novel isotetramolybdate-supported rhenium carbonyl derivative, [(CH3)4N]4[{Re(CO)3}4(Mo4O16)]·H2O (1), has been successfully synthesized and characterized by single crystal X-ray diffraction crystallography, IR and UV spectroscopy, etc. Results showed that, compound 1 is an efficient catalyst for the oxidation of thioanisole into the corresponding sulfoxide in the presence of hydrogen peroxide with good to excellent conversion (99%) and excellent selectivity (93%). Highly efficient oxygenation of thioanisole can also be achieved with 100% selectivity of sulfone and >99% conversion. Furthermore, optimized conditions were applied to a range of sulfides to obtain the corresponding sulfoxides and sulfones.
A facile and selective procedure for oxidation of sulfides to sulfoxides with molecular bromine on hydrated silica gel in dichloromethane
Ali, Mohammed Hashmat,Bohnert, Gary J.
, p. 1238 - 1240 (1998)
A new method for oxidation of sulfides to sulfoxides with molecular bromine on a solid silica gel support has been developed. This procedure cleanly oxidizes sulfides to the corresponding sulfoxides in excellent yields. To our knowledge, this is the first
Selective and efficient transformation of thioethers to their sulfoxides and catalytic conversions of thiols to the disulfides with hydrated iron(III) and copper(II) nitrates in aprotic organic solvents or under solvent free conditions
Firouzabadi,Iranpoor,Zolfigol
, p. 1179 - 1187 (1998)
Fe(NO3)3.9H2O and Cu(NO3)2.3H2O are efficient reagents for the conversion of thioethers to their sulfoxides in refluxing EtOAc in high yields. Fe(NO3)3.9H2O is also able to proceed the transformations under solvent free conditions at room temperature with excellent yields. Cu(NO3)2.3H2O is highly selective for the oxidation of aryl thioethers to the corresponding sulfoxides. Cu(NO3)2.3H2O also oxidizes catalytically thiols to their corresponding disulfides in excellent yields.
Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex
Maddireddy, Narotham V.,Godbole, Himanshu M.,Singh, Girij P.,Kini, Suvarna G.,Shenoy, Gautham G.
, p. 2810 - 2818 (2020)
An efficient asymmetric oxidation of sulfides was achieved using (R)-6,6'-dibromo-BINOL as chiral ligand in combination with Ti(OiPr)4 using 70% aqueous tertiary butyl hydroperoxide as oxidant. The resulting sulfoxides had high enantiopurities and good yields. A range of aryl alkyl and aryl benzyl sulfides were oxidized to the corresponding sulfoxides with 78–95% ee in 72–80% yields.
Tert-butyl hydroperoxide oxygenation of organic sulfides catalyzed by diruthenium(II,III) tetracarboxylates
Villalobos, Leslie,Barker Paredes, Julia E.,Cao, Zhi,Ren, Tong
, p. 12545 - 12552 (2013)
Diruthenium(II,III) carboxylates Ru2(esp)2Cl (1a), [Ru2(esp)2(H2O)2]BF4 (1b), and Ru2(OAc)4Cl (2) efficiently catalyze the oxygenation of organic sulfides. As noted in a previous work, 1a is active in oxygenation of organic sulfides with tert-butyl hydroperoxide (TBHP) in CH 3CN. Reported herein in detail is the oxygenation activity of 1a, 1b, and 2, with the latter being highly selective in oxo-transfer to organic sulfides using TBHP under ambient conditions. Solvent-free oxidation reactions were achieved through dissolving 1a or 1b directly into the substrate with 2 equiv of TBHP, yielding TOF up to 2056 h-1 with 1b. Also examined are the rate dependence on both catalyst and oxidant concentration for reactions with catalysts 1a and 2. Ru2(OAc)4Cl may be kinetically saturated with TBHP; however, Ru2(esp)2Cl does not display saturation kinetics. By use of a series of para-substituted thioanisoles, linear free-energy relationships were established for both 1a and 2, where the reactivity constants (ρ) are negative and that of 1a is about half that of 2. Given these reactivity data, two plausible reaction pathways were suggested. Density functional theory (DFT) calculation for the model compound Ru 2(OAc)4Cl·TBHP, with TBHP on the open axial site, revealed elongation of the O-O bond of TBHP upon coordination.
Metal-free chemoselective oxidation of sulfides to sulfoxides by hydrogen peroxide catalyzed by in situ generated dodecyl hydrogen sulfate in the absence of organic co-solvents
Firouzabadi,Iranpoor,Jafari,Riazymontazer
, p. 434 - 438 (2006)
The mild oxidation of sulfides to sulfoxides with an aqueous solution of H2O2 (35%) catalyzed by in situ generated dodecyl hydrogen sulfate as Bronsted acid surfactant in the absence of any organic cosolvents and under metal-free con
Oxidation of sulfides with pyridinium tribromide in the presence of hydrated silica gel
Ali, Mohammed Hashmat,Stricklin, Susan
, p. 1779 - 1786 (2006)
A variety of sulfides have been oxidized to sulfoxides utilizing pyridinium tribromide in the presence of hydrated silica gel in a non-aqueous media. A combination of pyridinium tribromide and hydrated silica gel releases molecular bromine slowly in the r
