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Reactions of unsaturated aldehydes with cyclopentadiene in solvents of various polarities
Authors:N M Karpyak  R G Makitra  G A Marshalok  E Ya Pal’chikova  I I Yatchishin
Institution:(1) L’vivs’ka Politekhnika National University, Lviv, Ukraine;(2) Institute of Geology and Geochemistry of Fossil Fuels, National Academy of Sciences of Ukraine, ul Nauchnaya 3a, Lviv, 79053, Ukraine
Abstract:The rate constants of cycloaddition of cyclopentadiene to unsaturated aldehydes in different solvents cannot be correlated with a single parameter, in particular, the Brownstein parameter. The data set can be fitted only by multiparameter equations in which the decisive factor increasing the reaction rate is the capability of a solvent for electrophilic solvation. The same parameter also governs the ratio of the endo and exo isomers of the addition product.
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