QUANTUM CHEMICAL STUDIES ON THE ELECTROPHILIC ADDITIONS OF HALOGENS TO ETHYLENE AND SUBSTITUTED ETHY

来源 :Chemical Journal of Chinese Universities | 被引量 : 0次 | 上传用户:bladehit
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The various intermediates of electrcphilic addition of F,Cl to ethylene,propene,fluoroethylene were optimized by MNDO method with energy gradient technique.The most stable configurations were obtained.The substituted ethylenes tended to form the open intermediates more easily than ethylene,but Cl+as a reagent,tended to form the cyclic intermediate more easily than F+.The interaction energies △E of the above three compounds with F as electrophile were studied further with ab initio method and △E were decomposed into their components by Morokuma’s energy decomposition scheme.In these reactions,it was found that charge transfer is the most important interaction,while electrostatic interaction is the next.The effects of the substituting groups are also discussed. The various intermediates of electrcphilic addition of F, Cl to ethylene, propene, fluoroethylene were optimized by MNDO method with energy gradient technique. The most stable configurations were obtained. Substituted ethylenes tended to form the open intermediates more easily than ethylene, but Cl + as a reagent, tended to form the cyclic intermediate more easily than F +. The interaction energies ΔE of the above three compounds with F as electrophile were studied further with ab initio method and ΔE were decomposed into their components by Morokuma’s energy decomposition scheme. In these reactions, it was found that charge transfer is the most important interaction, while electrostatic interaction is the next. Effects of the substituting groups are also discussed.
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