Universidad de Valencia, Departamento de Química Orgánica, Dr Moliner 50, E-46100 Burjassot, Valencia, Spain.
Org Biomol Chem. 2010 Dec 21;8(24):5495-504. doi: 10.1039/c0ob00563k. Epub 2010 Oct 22.
The electron-reorganization along the concerted and stepwise pathways associated with the non-polar Diels-Alder reaction between cyclopentadiene (Cp, 1) and ethylene (2) has been studied using the topological analysis of the electron localization function (ELF) at the B3LYP/6-31G(d) level of theory. ELF results for the concerted mechanism stresses that the electron-reorganization demanded on the diene and ethylene reagents to reach two pseudo-diradical structures is responsible for the high activation energy. A comparative ELF analysis of some relevant points of the non-polar Diels-Alder reaction between Cp and styrene (10) suggests that these concerted mechanisms do not have a pericyclic electron-reorganization.
采用 B3LYP/6-31G(d)理论水平下电子定域函数（ELF）的拓扑分析，研究了与非极性 Diels-Alder 反应相关的协同和逐步途径的电子重组，该反应发生在环戊二烯（Cp，1）和乙烯（2）之间。ELF 结果表明协同机制需要在二烯和乙烯试剂上进行电子重组，以达到两个准自由基结构，这是导致高活化能的原因。对 Cp 和苯乙烯（10）之间非极性 Diels-Alder 反应的一些相关点的比较 ELF 分析表明，这些协同机制没有周环电子重组。
