20246-02-0Relevant articles and documents
ENANTIOSELECTIVE OXIDATION OF SULPHIDES BY DIOXIRANES IN THE PRESENCE OF BOVINE SERUM ALBUMIN
Colonna, Stefano,Gaggero, Nicoletta
, p. 6233 - 6236 (1989)
Oxidation of sulphides by in situ generated dioxiranes in buffered (pH 7.5) aqueous solutions, using bovine serum albumin (BSA) as a chiral auxiliary, affords the corresponding sulphoxides in up to 89percent enantiomeric excess (e.e.).
Chemoselectivity and enantioselectivity in copper-catalysed oxidation of aryl benzyl sulfides
Kelly, Pádraig,Lawrence, Simon E.,Maguire, Anita R.
, p. 1501 - 1506 (2007)
Enantioselective copper-catalysed oxidation of aryl benzyl sulfides yields enantioenriched sulfoxides (up to 81% ee) in modest yield. This is the highest enantioselectivity reported using a copper catalyst in enantioselective sulfide oxidation. The enhanc
Oxido-bridged dinuclear vanadium(V) Schiff base complexes derived from 1R,2S(-)-norephedrine: Synthesis, structure, characterization and catalytic studies
Romanowski, Grzegorz,Wera, Micha?
, p. 179 - 186 (2013)
A series of vanadium(V) complexes with chiral tridentate Schiff base ligands, obtained by a single condensation of 1R,2S(-)-norephedrine with salicylaldehyde and its derivatives, were prepared. The complexes were characterized by elemental analysis and by
Ti(IV)/trialkanolamine catalytic polymeric membranes: Preparation, characterization, and use in oxygen transfer reactions
Buonomenna, Maria Giovanna,Drioli, Enrico,Bertoncello, Renzo,Milanese, Laura,Prins, Leonard J.,Scrimin, Paolo,Licini, Giulia
, p. 221 - 231 (2006)
New heterogeneous oxidation catalysts have been obtained by entrapping Ti(IV)/trialkanolamine complexes within polymeric membranes. The catalytic membranes were prepared by a nonsolvent-induced phase-inversion technique. Three polymers, polyvinylidene fluoride (PVDF), a modified polyetherketone (PEEK-WC), and polyacrylonitrile (PAN), with different functional groups and chemical-physical properties, were used to tune the reactivity of the catalytic polymeric membranes in the stereoselective oxidation to sulfoxide and chemoselective oxidation of secondary amines to nitrones by alkyl hidroperoxides. The chemical-physical analysis of the new catalytic membranes was carried out by SEM, EDX, IR, CAM, and XPS techniques. In particular, the XPS spectra showed a very interesting orientation effect of PVDF membranes on the entrapped Ti(IV)/trialkanolamine complex. PVDF-based catalytic membranes gave the best results, affording products in shorter reaction times, higher yields, and better selectivity compared with the corresponding homogeneous systems. The membranes can be recycled up to five runs with no loss of activity.
Synthesis, characterization and catalytic evaluation of H3PW12O40 included in acrylic acid/acrylamide polymer for the selective oxidation of sulfides
Frenzel,Morales,Romanelli,Sathicq,Blanco,Pizzio
, p. 124 - 133 (2016)
A series of hybrid materials (SAPTPA) based on tungstophosphoric acid H3PW12O40 (TPA) included in acrylic acid/acrylamide polymer (SAP) were synthetized. The samples were characterized by FT-IR, XRD, 31P MAS-NMR, DTA-TGA, and the acidic properties were determined by means of potentiometric titration with n-butylamine. Materials with 10, 20, 30 and 40% (w/w) TPA content in the solid (SAPTPA10, SAPTPA20, SAPTPA30 and SAPTPA40, respectively) were prepared by impregnating the polymer with tungstophosphoric acid water solutions. According to FT-IR and 31P MAS-NMR studies, the main species present in the samples is the [PW12O40]3- anion, which was partially transformed into [P2W21O71]6- and [PW11O39]7- anions during the synthesis and drying steps. Taking into account XRD results, these species are highly dispersed in the polymer matrix or appear as noncrystalline phases. The DTA-TGA results show that SAPTPA materials did not undergo any remarkable chemical changes up to 200 °C. Additionally, the SAPTPA materials showed strong acid sites whose number increased as the TPA content in them was higher. The materials obtained by impregnation of TPA onto the polymer matrix present suitable physicochemical properties to be used as catalysts in the selective oxidation of sulfides to the corresponding sulfoxide/sulfone using acetonitrile as solvent and H2O2 35% w/v as a clean oxidant. The SAPTPA40 catalyst was appropriate for the selective sulfide oxidation in heterogeneous conditions and can be reused without significant loss of its catalytic activity. A convenient and selective procedure for oxidizing sulfides to sulfoxides or sulfones by varying the H2O2/substrate ratio and the temperature was found.
Palladium-Catalyzed Enantioselective Alkenylation of Sulfenate Anions
Wu, Chen,Berritt, Simon,Liang, Xiaoxia,Walsh, Patrick J.
, p. 960 - 964 (2019)
A novel approach to synthesize enantio-enriched alkenyl/aryl sulfoxides is achieved by using CsF to generate sulfenate anions and conducting the catalytic enantioselective alkenylation with [Pd(allyl)Cl]2/(2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene (SL-J002-1). A wide variety of sulfoxides bearing sensitive functional groups are produced with high yields (up to 94%) and enantioselectivities (up to 92%).
An enantiopure pseudo-C3-symmetric titanium triflate with propeller-like chirality as a catalyst for asymmetric sulfoxidation reactions
Axe, Philip,Bull, Steven D.,Davidson, Matthew G.,Jones, Matthew D.,Robinson, Diane E. J. E.,Mitchell, William L.,Warren, John E.
, p. 10169 - 10171 (2009)
A chiral pseudo-C3-symmetric titanium triflate that employs the point chirality of a single stereogenic centre to control the propeller chirality of its aryl rings has been used to catalyse an asymmetric sulfoxidation reaction. The Royal Society of Chemistry 2009.
Synthesis, characterization, structures, and catalytic property of oxovanadium(V) complexes with hydrazone ligands
Wang,Guo,Hu
, p. 891 - 895 (2013)
The reaction of [VO(Acac)2] with 4-methyl-N'-[(2-hydroxy-1- naphthyl)methylidene]benzohy- drazide (H2L1) and 4-methyl-N'-[1-(2-hydroxynaphthyl)ethyiidene]benzohydrazide (H2L 2), respectively, in metha
A dichotomy in the enantioselective oxidation of aryl benzyl sulfides: A combined experimental and computational work
Capozzi, Maria Annunziata M.,Bottoni, Andrea,Calvaresi, Matteo,Cardellicchio, Cosimo
, p. 2041 - 2047 (2018)
Pentafluorobenzyl pentafluorophenyl sulfide is oxidised with moderate e.e. value and a low yield by the usually highly successful oxidation protocol based upon tert-butyl hydroperoxide (TBHP) in the presence of a titanium/hydrobenzoin complex. This disapp
Oxidation of Organic Sulphides to Sulphoxides by Nitric Acid Catalyzed by FeBr3 and (FeBr3)2(DMSO)3.
Suarez, Angela R.,Rossi, Laura I.,Martin, Sandra E.
, p. 1201 - 1204 (1995)
The selective oxidation of organic sulphides to sulphoxides by 9.5 percent (ca. 1.5 M) nitric acid was catalyzed by FeBr3 and the coordination compound (FeBr3)2(dimethylsulphoxide)3.
