Abstract
AbstractNormal, neutral, and inverse‐type Diels‐Alder reactions can be observed in [4+2] cycloadditions of polyhalogenated cyclopentadienes 1a–1i with various aryl‐substituted cyclic and open‐chain dienophiles, and characteristic gradations of reactivity associated with the different mechanistic types are often displayed. Reaction rate constants and semiempirically derived HOMO and LUMO values for the reactants suggest that neutral [4+2] cycloadditions should be regarded as a transition between normal and inverse Diels‐Alder reactions.
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