Isomerization of the bicyclo[5.1.0]octadienyl anion

H. Kloosterziel, E. Zwanenburg

Research output: Contribution to journalArticleAcademicpeer-review

22 Citations (Scopus)


NMR spectroscopy has revealed that the bicyclo[5.1.0]octadienyl anion (I) isomerizes by opening of the three-membered ring and a 1,2 shift of h to the 1,6-methanoheptatrienyl anion. The symmetry-forbidden electrocyclic ring opening of I to the cyclooctatrienyl anion (II) does not occur. Expts. with cycloocta-1,3,5-triene showed that II is unstable relative to disproportionation into cyclooctatriene and cyclooctatetraenyl dianion. [on SciFinder (R)]
Original languageEnglish
Pages (from-to)1373-1376
JournalRecueil des Travaux Chimiques des Pays-Bas
Issue number12
Publication statusPublished - 1969


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