Substrate dependence in aqueous Diels-Alder reactions of cyclohexadiene derivatives with 1,4-benzoquinone

Molecules. 2005 Jan 31;10(1):244-50. doi: 10.3390/10010244.

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.

MeSH terms

  • Benzoquinones / chemistry*
  • Catalysis
  • Chlorides / chemistry
  • Cyclohexenes / chemistry*
  • Models, Biological
  • Models, Chemical
  • Substrate Specificity
  • Water / chemistry*

Substances

  • Benzoquinones
  • Chlorides
  • Cyclohexenes
  • Water
  • quinone