Abstract

The variations in the endo- and exo-stereoselectivities for the reaction of cyclopentadiene (CP) with methyl acrylate (MA) have been investigated in salt−solvent reaction media (SSRM) at different concentrations of salts. The SSRM employed in the reaction include aqueous solutions of LiCl, NaCl, NaBr, CaCl2, guanidinium chloride, and LiClO4. The endo/exo (N/X) ratios have been noted to be sensitive to the ionic concentrations. Salts such as LiCl, NaCl, NaBr, and CaCl2 enhance the N/X ratios, while the solutions of guanidinium chloride and LiClO4 decrease them. The results have been analyzed in light of the salting-out and -in coefficients. The scaled particle theory has also been employed to calculate the contributions from the cavitation and solvation effects. The correlations of the N/X ratios with the surface tension of the SSRM are presented, which bring out clearly the impact of the surface tension of reaction media on the stereoselectivities of the above reaction. An attempt has also been made to in...

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