Substrate dependence in aqueous Diels-Alder reactions of cyclohexadiene derivatives with 1,4-benzoquinone.
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.
Sunakawa
Takeshi
T
Department of Chemistry, Rikkyo University, Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan.
Kuroda
Chiaki
C
D016227:Benzoquinones / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry; D053138:Cyclohexenes / Q000737:chemistry*; D008954:Models, Biological; D008956:Models, Chemical; D013379:Substrate Specificity; D014867:Water / Q000737:chemistry*
D016227:Benzoquinones; D002712:Chlorides; D053138:Cyclohexenes; D014867:Water; C004532:quinone