Quantum-Chemical Investigation of Intermediates in the Addition of Phenylsulfenium Cation to Substituted Acetylenes |
| |
Authors: | Nesterenko A M Staninets V I |
| |
Institution: | (1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmans'ka Vul., 02094 Kyiv, Ukraine |
| |
Abstract: | The reaction paths for the transformations of substituted acetylenes (X—CC—Y; X, Y = H, Me, Ph, CN) in reaction with phenylsulfenium cation were studied by quantum-chemical methods. It was shown that the reactions take place with the formation of acyclic and cyclic cationic intermediates. The factor that determines the structure and characteristics of these cations is the induction and polarizing action of the substituents in the acetylenes and to a lesser degree their electron-donor characteristics. The resonance effect of the phenyl substituent has a predominantly levelling action on the distribution of charges. |
| |
Keywords: | phenylsulfenium cation substituted acetylenes intermediates configuration electronic structure relative stability nonempirical calculation |
本文献已被 SpringerLink 等数据库收录! |