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Paper | Regular issue | Vol 102, No. 4, 2021, pp.686-704
Published online, 9th February, 2021
DOI: 10.3987/COM-21-14411
Synthesis of Some Macrocyclic Diimines from Mono-, Di-, Tri-, and Tetra-Indolyl Dialdehydes

Kittya Somphol, Naresh Kumar, and David StC. Black*

*School of Chemistry, The University of New South Wales, Sydney 2052, Australia


Reactions of a range of diamines with a variety of dialdehydes containing one, two, three, or four indole rings are described. In certain cases, high yields can be obtained to deliver macrocyclic diimines containing one, two, three, or four indole rings. The range of macrocyclic diimines incorporates compounds with 15-, 17-, 18-, 19-, 20-, 21-, 22-, 23-, 24-, 25-, 28-, 30-, 31-, and 32-membered rings. A feature of most of these successful reactions is the use of isopropanol as the solvent.