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Autor principal: Manuel Fernando Rubio
Formato: Artículo científico
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Publicado: Sociedad Química de México 2010
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Acceso en línea:https://www.redalyc.org/articulo.oa?id=47521542005
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  • Theoretical Study of the Electronic Effects in the Intramolecular Ketene-Styrene [2+2] Cycloaddition Manuel Fernando Rubio Federico Jiménez-Cruz Guillermo Ramírez-Galicia Multidisciplinaria (Ciencias Naturales y Exactas) MP2 31+G B3LY B3LYP kinetic control DFT (B3LYP/6-31+G*) and post-Hartree-Fock (MP2/6- 31+G*//B3LYP/6-31G*) calculations were carried out in order to explain the effect of a remote substituent in the intramolecular ketene-styrene [2+2] cycloaddition of p-substituted 2-methyl-7-arylhepta- 1,6-dien-1-one which produces the bicycle[3.1.1] or the bicycle[ 3.2.0] heptanones according to Belanger experimental results. The transition state geometries were found as an asynchronous process with a three-member ring structure and an incipient positive charge development. Kinetic and thermodynamic controls were proposed at B3LYP/6-31+G* to determine which product is most likely to form in a competence reaction. In addition, the value of the ¿Ï experimental reaction constant was reproduced, ¿ ~ -1.34. 2010 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47521542005 http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.4 Vol.54