An energetic analysis of the Diels-Alder endo:exo selectivity reaction by using composite methods

Author(s)

Leal, Regis Casimiro ^{[1, 2]} ; Pereira, Douglas Henrique ^[3] ; Custodio, Rogerio ^[1]

Affiliation

^[1] Univ Estadual Campinas, Inst Quim, POB 6154, BR-13083970 Campinas, SP - Brazil

^[2] Inst Fed Educ Ciencia & Tecnol Rio Grande Norte, Campus Nova Cruz, BR-59215000 Nova Cruz, RN - Brazil

^[3] Univ Fed Tocantins, Dept Ciencias Exatas & Biotecnol, Campus Gurupi, BR-77410530 Gurupi, Tocantins - Brazil

• Document type: Journal article
• Source: COMPUTATIONAL AND THEORETICAL CHEMISTRY; v. 1123, p. 161-168, JAN 1 2018.
• Web of Science Citations: 2

Abstract

The G3(MP2)-CEP and G3(MP2) theories are applied to analyze the energetic tendency of six Diels-Alder reactions. Different energetic data were analyzed in this paper calculated by both levels of theory: energy differences, Gibbs energies, and distortion interaction energies. The quantitative and qualitative results obtained by both theories tend to agree with the experimental data in most cases regarding the relative barrier heights, major product tendency and distortion/interaction effects, although in some cases the sufficiently small energy difference is lower than the error of the method itself. The examples studied showed that the endo rule cannot be followed in some of the reactions discussed. (C) 2017 Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 13/08293-7 - CCES - Center for Computational Engineering and Sciences
• Grantee: Munir Salomao Skaf
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 17/11485-6 - Computational and theoretical developments based on ab initio methods and the Density Functional Theory
• Grantee: Rogério Custodio
• Support Opportunities: Regular Research Grants