Oxidation of sulfides with hydrogen peroxide catalyzed by synthetic flavin adducts with dendritic bis(acylamino)pyridines

Schiff base Mn(iii) and Co(ii) complexes coated on Co nanoparticles: an efficient and recyclable magnetic nanocatalyst for H2O2 oxidation of sulfides to sulfoxides

“…[1][2][3][4][5] Schiff base transition metal complexes as catalysts have been widely used because of their potential use in numerous reactions, 6,7 such as hydrogenation of organic substrates, 8 epoxidation of olens, 9 conversion of epoxides into halohydrines, 10,11 asymmetric ring opening of terminal epoxides 12 and oxidation reactions. [13][14][15] In recent years some publications have been reported suldes-oxidation using phthalazine-based di-iron complexes, 16 b-brominated meso-tetraphenylporphyrinato manganese(III) acetate, 17 copper Schiff base complex, 18 immobilized metalloporphyrins, 19 TsOH by phenyliodine diacetate as an oxidant, 20 dendritic bis(acylamino) pyridines, 21 Schiff base of Mn(III) complex supported on magnetic cobalt nanoparticles, 22 Schiff base complexes of Ni, Co, Cr, Cd and Zn supported on Fe 3 O 4 magnetic nanoparticles, 23 magnetic nanoparticle immobilized N-propylsulfamic acid, 24 Au/CTN-silica catalyst, 25 cobalt(II), copper(II), zinc(II) and palladium(II) Schiff base complexes, 26 1,4-bis(3-methylimidazolium-1-yl) butane ditribromide, 27 carboxylated multi-walled carbon nano tubes, 28 1,4-bis(3-methylimidazolium-1-yl) butane ditribromide [bMImB](Br 3 ) 2 ionic liquid reagent 29 and Mo(VI) complex supported on Fe 3 O 4 nanoparticles. 30 In this study, new heterogeneous nanocatalysts were synthesized by chemical modication of surface magnetic nanoparticles of Co with Schiff-base ligands, followed by complex formation through the reaction with Co(II) and Mn(III) salts.…”

A Concise Review on Synthesis of Sulfoxides and Sulfones with Special Reference to Oxidation of Sulfides

“…Peroxy compounds such as hydrogen peroxide, organic hydroperoxides, peracids and ozone are well known sources of active oxygen and have been used for the oxidation of sulfides to sulfoxides. Among organic hydroperoxides, urea-hydrogen peroxide (UHP) [77], tert-butyl hydroperoxide (TBHP) [78], 2hydroperoxyhexafluoro-2-propanol [79], flavin hydroperoxide [80] and α-azohydroperoxide [81] are well documented as oxidants for sulfoxidation. In 1928 Lewin reported the use of perbenzoic acid for sulfoxidation of sulfides at room temperature [82] while Sakuraba et al reported the use of peracetic acid for the same oxidation [83].…”

Artificial Flavin Systems for Chemoselective and Stereoselective Oxidations

“…A new type of supramolecular catalyst based on the adducts of isoalloxazinium perchlorate 1d (Figure 5) with poly(benzyl ether) dendrons 7b – d , each possessing a 2,6‐bis(acylamino)pyridine moiety, was demonstrated to enhance the rate of H 2 O 2 oxidation of sulfides to sulfoxides (Scheme ) 44. The dendritic adducts based on the first‐generation (compound 7 b ), the second‐generation (compound 7c ) and the third‐generation (compound 7d ) dendrons were tested, and all exhibited higher activity than the non‐dendritic adduct of 1d with 2,6‐bis(acetylamino)pyridine ( 7a ) in the oxidation of methyl p ‐tolyl sulfide in CHCl 3 at 30 °C with 2.5 equiv.…”