Synthesis of bilenes-b. Some side reactions

J. Michael Conlon, John A. Elix, Geoffrey I. Feutrill, Alan W. Johnson, Md W. Roomi, John Whelan

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)


Condensation of a 5-ethoxycarbonyl-5′-formyl-2,2′-dipyrromethane with a fully alkyl-substituted 5-carboxy-2,2′-dipyrromethane in the presence of hydrogen bromide yielded a tripyrrene salt rather than a bilene-b salt. In the presence of trifluoroacetic acid with subsequent addition of hydrogen bromide, the bilene-6 salt obtained from the foregoing components was derived from the self-condensation of two molecules of the formyl component with elimination of one formyl group. The expected bilene-b salts were obtained from the above dipyrromethanes when the carboxy-component contained an electronegative substituent, such as acetyl or ethoxycarbonyl, on the non-carboxy-substituted ring.

Original languageEnglish
Pages (from-to)713-721
Number of pages9
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished (in print/issue) - 1974


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