Epoxidation of alkene in water catalyzed by metalloporphryin
Subject Areas : Iranian Journal of Organic Chemistry
Keywords: Biomimetic epoxidation reaction, MnTPPS, FeTPPS, Sodium per iodate, Green chemistry,
Abstract :
The majority of solvents that are utilized for homogeneous industrial catalysis are volatile organic compounds, which present risks due toxicity, volatility and flammability. The discovery of surrogates which offer reduced environmental impact and safer process which is based on the principles of green chemistry is of great importance. An efficient biomimetic epoxidation reaction based on association of sodium peiodate as oxidant to water soluble manganese and iron mesotetrakis( p-sulfonatophenyl)porphyrin (MnTPPS, FeTPPS) as catalysts in water was reported. we have been able to omit organic solvent and do epoxidation reaction in water accompanied by phase transfer catalyst agent/ or minimum amount of organic solvent/ or high axial ligand ratio. FeTPPS was more active and more unstable than MnTPPS. The factors which affect the stability and efficiency of catalysts were investigated. the influence of acetonitrile or axial ligands on the epoxidation reactions catalyzed by water soluble metalloporphyrins could be due to the fact that they act as a phase transfer agent that affect the substrate- catalyst interactions during the oxygen transfer step.