Substrate dependence in aqueous diels-alder reactions of cyclohexadiene derivatives with 1,4-benzoquinone

Abstract

A reactivity difference based on the position of substituents on cyclohexa-1,3-diene was observed for the title reaction. The effect of water as solvent was more distinct for 1-methyl-4-isopropylcyclohexa-1,3-diene than for 2-methyl-5-isopropylcyclohexa-1,3-diene or non-substituted cyclohexa-1,3-diene. The effect of NaCl (salting-out) and guanidium chloride (salting-in) was also large for 1-methyl-4-isopropylcyclohexa-1,3-diene. © 2004 by MDPI.