Development of a model to explain the influence of the solvent on the rate and selectivity of diels–alder reactions

Solvophobic and polarity parameters are used to explain the endo/exo selectivity of the reaction between cyclopentadiene and methyl acrylate. A good linear regression model with Sp and E T N is obtained. The existence of an intrinsic correlation between the Sp and E T N values, which makes the interpretation of the results difficult, is shown. A comparison of the results with other previously reported showed that the relative influence of Sp and E T N on selectivity depends on the nature of the reagents

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