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Deeper Insight into the Diels–Alder Reaction through the Activation Strain Model
Author(s) -
Fernández Israel,
Bickelhaupt F. Matthias
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201601203
Subject(s) - cycloaddition , reactivity (psychology) , diels–alder reaction , chemistry , strain (injury) , computational chemistry , organic chemistry , catalysis , biology , medicine , alternative medicine , pathology , anatomy
In this Focus Review, we present the application of the so‐called Activation Strain Model of chemical reactivity to the Diels–Alder cycloaddition reaction. To this end, representative recent examples have been selected to illustrate the power of this new computational approach to gain a deeper quantitative understanding of this fundamental process in chemistry. We cover a wide range of issues, such as, the “ endo ‐rule”, reactivity trends emerging from systematic variation in the reactants’ strain, and cycloaddition reactions involving relevant species in material science, that is, fullerenes, polycyclic aromatic hydrocarbons and nanotubes.