The azatriquinenamine trimer - A novel proton chelate

Mark Mascal, Manuel Lera, Alexander J. Blake, Malgorzata Czaja, Anna Kozak, Mariusz Makowski, Lech Chmurzynski

Research output: Contribution to journalArticlepeer-review

12 Scopus citations


A vicelike grip on a proton is exerted by the unusual nonacyclic product 1, which forms spontaneously in a unique enamine trimerization that occurs when azatriquinenamine is heated in the presence of a proton source. pKa measurements and computational modeling of the proton affinity substantiate the superbasic character of the trimer.

Original languageEnglish (US)
Pages (from-to)3696-3698
Number of pages3
JournalAngewandte Chemie - International Edition
Issue number19
StatePublished - Oct 1 2001


  • Ab initio calculations
  • Enamines
  • Polycycles
  • Receptors
  • Superbases

ASJC Scopus subject areas

  • Chemistry(all)


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