SciELO - Scientific Electronic Library Online

vol.57 issue4Statistical Treatment of Bleaching Kaolin by Iron RemovalZeolite Encapsulated Fe-poprhyrin for Catalytic Oxidation with Iodobenzene Diacetate (PhI(OAc)2) author indexsubject indexsearch form
Home Pagealphabetic serial listing  

Services on Demand




Related links

  • Have no similar articlesSimilars in SciELO


Journal of the Mexican Chemical Society

Print version ISSN 1870-249X


RAMIREZ-GUALITO, Karla et al. The Role of Supramolecular Intermediates in the Potential Energy Surface of the Diels-Alder Reaction. J. Mex. Chem. Soc [online]. 2013, vol.57, n.4, pp.267-275. ISSN 1870-249X.

Abstract The potential energy surface of four stereoselective Diels-Alder reactions was studied, namely: cyclopentadiene-maleic anhydride, furan-maleic anhydride, the dimerization of cyclopentadiene, and cyclopentadiene-cyclopropene. For completeness, we also studied the reaction between ethylene and 2-hydroxy-6-methyl-1,4-benzoquinone, a [5+2] cycloaddition reaction. For all cases at least a stationary state of supramolecular nature a van der Waals complex, was determined. These stationary states are complexes formed by the interaction between the reagents, minima located in the paths between the non-interacting molecules and the transition states. The existence of these complexes makes it necessary to reconsider the role of Secondary Orbital Interactions in the selectivity of these reactions. As it is the case with other complexes, the stability of these supramolecular intermediates depends on electrostatic phenomena such as dispersion forces. The observation of [5+2] intramolecular complexes in solution is important since up to now, this kind of van der Waals complexes had only been described in the gas phase.

Keywords : Diels-Alder reaction; Dispersion forces; van der Waals complex; Reaction mechanism; Interaction energies.

        · abstract in Spanish     · text in English     · English ( pdf )


Creative Commons License All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License