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Carboxymethylated cage amines: coordination and lactamization.

P S Donnelly1, J M Harrowfield, B W Skelton

  • 1Special Research Centre for Advanced Mineral and Materials Processing, University of Western Australia, 35 Stirling Highway, Crawley WA 6009, Australia.

Inorganic Chemistry
|October 16, 2001
PubMed
Summary

Carboxymethyl cage amine derivatives exhibit varying lactam stability. Crystal structures reveal dilactam forms in metal complexes, influencing coordination and reactivity, with hydrolytic stability comparable to uncoordinated ligands.

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Coordination chemistry of a novel tetramacrocyclic ligand derived from 1,4,7-triazacyclononane: synthesis, structure, and properties of nickel(II) and copper(II) complexes.

Inorganic chemistry·2003

Area of Science:

  • Coordination Chemistry
  • Supramolecular Chemistry
  • Organic Synthesis

Background:

  • Cage amines, specifically sarcophagine (3,6,10,13,16,19-hexaazabicyclo[6.6.6]icosane) derivatives, are versatile ligands in coordination chemistry.
  • Carboxymethyl substitution on these cage amines significantly impacts their structural and chemical properties, particularly the stability of lactamized forms.
  • Understanding the coordination behavior and stability of these modified cage amines is crucial for designing new metal complexes with specific functionalities.

Purpose of the Study:

  • To investigate the influence of carboxymethyl substitution on the lactam stability of sarcophagine derivatives.
  • To determine the coordination modes and structural characteristics of metal complexes formed with these ligands.
  • To assess the reactivity and hydrolytic stability of the lactamized ligands in their metal complexes.

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Main Methods:

  • X-ray crystallography was employed to determine the precise structures of metal complexes, including [Cu(H(2)L(1))](NO(3))(3.5)Cl(0.5) x 2.5H(2)O and [Ni(HL(1))]Cl(3) x 3H(2)O.
  • Synthesis and characterization of various carboxymethylated diaminosarcophagine derivatives (L(1), L(2), L(3)) and their corresponding Ni(II), Cu(II), and Co(II) complexes.
  • Kinetic studies were conducted to evaluate the hydrolytic stability of the lactam rings.

Main Results:

  • Crystal structures revealed distorted octahedral coordination for Ni(II) and Cu(II) complexes of L(1), with indirect evidence for lactam involvement.
  • For L(2) and L(3) derivatives, crystallographic studies confirmed a dilactam form in Ni(II) and Cu(II) complexes, adopting a conformation similar to the diprotonated free ligand.
  • Lactamized ligands strongly favored square planar four-coordination, and the Co(II) complex of L(2) exhibited low reactivity towards oxygen. Hydrolytic stability of lactam rings was found to be comparable to uncoordinated analogues.

Conclusions:

  • The degree and position of carboxymethyl substitution critically affect the lactam stability in sarcophagine derivatives.
  • Lactamized cage amine ligands exhibit a preference for square planar coordination geometries in their metal complexes.
  • The observed stability and reactivity patterns highlight the potential of these modified cage amines in designing functional metal complexes.