Inverse-electron demand Diels-Alder reactions of 1,3,5-triazines and 2-aminopyrroles are facilitated by electron-withdrawing groups (EWG) on both reactants. Whereas HOMO-LUMO calculations predict that EWG on 2-aminopyrroles should lower the relative rate of reaction. This apparent contradiction can be explained if the reaction cascade is under equilibrium control with at least one reversible step.
All Science Journal Classification (ASJC) codes
- Organic Chemistry