Synthesis of and Metal Complexation with a Chiral Cyclam

J Org Chem. 2021 Apr 2;86(7):5417-5422. doi: 10.1021/acs.joc.1c00223. Epub 2021 Mar 15.

Abstract

Tetraazamacrocycles, like cyclam 1, are well-studied polyamine ligands for metal ions that were first developed to model biological processes. Despite being studied for nearly 60 years, the development of chiral variants of 1 has been limited. We report the synthesis of a chiral variant of 1, the tetraazamacrocycle 2. Outlined herein are the synthesis of 2, a preliminary study of its complexation with metal ions, and the properties of the resulting metal complexes.

MeSH terms

  • Coordination Complexes*
  • Cyclams*
  • Heterocyclic Compounds*
  • Ligands

Substances

  • Coordination Complexes
  • Cyclams
  • Heterocyclic Compounds
  • Ligands
  • cyclam