Abstract

AbstractThe preparation of methyl‐substituted 1,2‐dimethylenecyclopentanes and their reactivity in (4 + 2) cycloadditions with α,β‐unsaturated carboxylic esters and nitriles is studied. In kinetic measurements the methyl groups show a moderately rate‐enhancing effect. The results are compared with those for analogously substituted butadienes. Whereas 1,1‐dimethylbutadiene reacts with TCNE to form a mixture of (2 + 2) and (4 + 2) cycloadducts, the correspondingly substituted 1,2‐dimethylenecyclopentane gives only the (4 + 2) adduct.

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