Hochdruckversuche—IX: Die thermische isomerisierung von 1,2-diphenyl-3-methyl-cyclobuten-(1)-cis-3,4-dicarbonsäuredimethylester und 3,4-dimethyl-1,2-diphenyl-cyclobuten-(1)-cis-3,4-dicarbonsäuredimethylester |
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Authors: | R Mündnich H Plieninger |
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Institution: | Aus Dem Organisch-Chemischen Institut der Universität D-69 Heidelberg, DeutschlandGermany |
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Abstract: | Dimethyl-1,2-diphenyl-3-methyl-cyclobutene-(1)-cis-3,4-dicarboxylate 2 leads in a thermal reaction to an equilibrium with (E, Z)-dimethyl-3,4-diphenyl-5-methyl-muconate (4). The equilibrium is shifted to the cyclic compound by pressure. Dimethyl-3,4-diphenyl-cyclobutene-(1,2-diphenyl-cyclobutene-(1)-cis-3,4-dicarboxylate (3) isomerizes thermally to (E, Z)-dimethyl-2,5-dimethyl-3,4-diphenylmuconate (6). Both reactions are accelerated by pressure. The activation volumes ΔV0+ are given for each ringopening reaction. |
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