Syntheses And Characterization Of Metallophthalocyanines Complexes And Application In Catalytic Cyclopropanation Of Alkenes

Fifteen metallophthalocyanines complexes, 1-Fe (Ⅲ)Cl,1-Cu(Ⅱ), 1-Mn(Ⅱ), 1-Ni(Ⅱ), 1-Ru(Ⅲ)Cl ,[1 = Phthalocynine]; 2-Fe(Ⅱ),2-Cu(Ⅱ),2-Mn(Ⅱ), 2-Ni[2=Perchlorophthalocyanine];3-Fe(Ⅲ)Cl,3-Cu(Ⅱ),3-Ru(Ⅱ) [3=Perfluorohthalocyanine], 4-Fe(Ⅱ), [4=tetra-(tert-butyl)phthalocyanine]; 5-Fe(Ⅲ)Cl,5-Cu(Ⅱ),[5= te tra-(3-Trifluoromethylphenoxy)phthalocyanine] were prepared. Among of these complexes , 5-Fe(Ⅲ)Cl and 5-Cu(Ⅱ), were synthesized first and determined by IR,1H-NMR,MS and elemental analysis. These complexes were used as catalysts for the cyclopropanation of alkenes with EDA in dichloromethane at temperature. The results revealed that Fe, Cu and Ru complexes exhibited high catalytic abilities, and substituted ligand especially with electron-withdrawing groups benefited to the reaction. The influences of reaction conditions such as temperature, solvents and amount of the catalyst used were optimized using 1-Fe(Ⅲ)Cl as catalyst. From the result, lower temperature than 25℃decreased reaction rate, when temperature increased from 25℃to 40℃,yield decreased from 78% to 39%. In normal organic solvents, trans configuration products predominated, in methane, the selectivity of trans is 86%. However, in ion liquid, the...