Study Of Selective Oxidation Of Sulfides By Hydrogen Peroxide

Sulfoxides and sulfones are useful intermediates for constructing highly functionalizedbiologically and medicinally important natural products. Currently Looking for some highselectivity oxidize system, in oxidation reaction can keep other sensitive groups the stabilities,efficiently get a target compound, have already become the point of research.This thesis first time takes the Cu₂(OH)PO₄ as catalyst,the H₂O₂ as oxidant,taking methylphenyl sulfide as model compound,carrying on selectivity sulfoxide study. A novel catalyst ofcopper hydroxyphosphate is successfully synthesized by a hydrothermal method, and itsstructure was characterized by IR, X-ray and SEM analysis. The crystallinity is high. Pass isorthogonal experiment and single factor to oxidize reaction influence of the research foundout the optimal condition: temperature 50℃, the oxygen sulphur compares 8:1, time 2.0 h,the dosage 0.36 g of the catalyst Cu₂(OH)PO₄, The methyl phenyl sulfones yield is up to 93%and the selectivity is 94%.After using the catalyst for 10 times, it still has good activity. Thesystem investigated to contain different organic functions regiment methyl phenyl sulfidederivatives to oxidize a circumstance, when the benzene ring was replaced to,andadvantageous to reaction to carry on for electron-donating groups OCH₃, CH₃, OH, theconversion rate reaches to 99%, yield is up to 88-91%, absorbing electron-withdrawinggroups Cl, F, COCH₃, COOH to have block to reaction function, the conversion rate is low togo to 84%, yield low go to 73.8%.Additionally, this mechanism of oxidation is discussed bycyclic voltammogram, proving Cu²⁺ and Cu⁺ is the live centers of reaction.In this paper Urea-hydrogen peroxide is synthesized with H₂O₂ and urea. Thirteensulfides have were successfully oxidized, yield were to be 82-98%. Oxidation of sulfides tothe corresponding sulfones can tolerate the ketone, hydroxy and ether groups. The selectivityof this procedure is excellent. The comparative study of different para-substituted methylphenyl sulfide has shown that the reactivity and yield of derivatives with electron-donatinggroups were higher than that with electron-withdrawing groups. The same groups withsubstituted at para-position have higher reactivity than that at ortho-position. The mechanismof oxidation was discussed, and the reactivity of different sulfides was compared.