Iron-Catalyzed Formation Of C-O Bond Via Cross-Coupling Reaction

Development of environmentally friendly and highly efficient catalytic systems is one of the important research topics in organic chemistry and green chemistry. Currently, chemical synthesis must be intellectually logical and technically truly efficient. Toward this goal, a range of scientific principles and technological tools must be explored. they must be safe, environmentally benign, and reasonable in terms of cost, resources and energy. In recent decades, due to low prices and environment friendly features, transition metal salts have been applied widely in organic synthesis.C-O bond is one of the most common types of chemical bonds in the:nature. And it is widely found in common organic compounds. In recent years, the research of activation and breaking on C-O bond is focused on some of the tensional ring ethers, allyl alcohol derivatives, carboxylic acid derivatives, sulfonate and other active substrates. Most alcohols, phenols, ethers, esters and other compounds with C-O bond are cheap, environment friendly and easy to large scale preparation as ideal materials for chemical industry. The phenoxyl ethers as industrial materials is explored for the preparation of pesticides and pharmaceutical intermediates.In this thesis, we mainly study the reaction that phenol and halides react via ferric trichloride as the catalyst. Firstly, in order to find out the appropriate conditions, the reaction of methyl chloroacetate and phenol as model reaction. Catalyst, the type of base, solvent, temperature and the ratio of substrates are explore in model reaction. Under the optimized conditions, a variety of halogen compounds and phenol react via ferric chloride. Then, products are washed by a certain amount of water and dichloromethane. Meanwhile, are detached and purified by column chromatography. The yield and structures of products are identified by1H-NMR and GC-MS. The results prove that ferric chloride is an efficient catalyst for this reaction of phenol and halides. The reaction is not only easy to take place and in good yields, and can be employed in synthesis of phenoxy ether compounds, those compounds are of high value and good application prospect for the industrial synthesis.