Social and antisocial [3 + 3] Schiff base macrocycles with isomeric backbones

Britta N. Boden, Joseph K.H. Hui, Mark J. MacLachlan

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)


(Figure Presented) Two new conjugated macrocycles have been prepared in high yield using Schiff base condensation. These are the first Schiff base macrocycles to incorporate phenanthrene, and they contain 66 and 78 atoms, respectively, in their smallest closed ring. Although the backbones of the two macrocycles have nearly the same constitution, one aggregates in chloroform while the other does not. This is rationalized based on the differential overlap of aromatic components in the dimers.

Original languageEnglish
Pages (from-to)8069-8072
Number of pages4
JournalJournal of Organic Chemistry
Issue number20
Publication statusPublished - Oct 17 2008
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry


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