A CuI-based metallo-supramolecular gel-like material built from a library of oligomeric ligands featuring exotopic 1,10-Phenanthroline units

J.A. Berrocal, S. Albano, L. Mandolini, S. Di Stefano

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Abstract

A 22-membered cyclic alkene C1 incorporating an exotopic 1,10-phenanthroline nucleus in the ring skeleton has been synthesized and subjected to ring-opening metathesis polymerization (ROMP) in dilute dichloromethane solution at varying monomer concentrations (cmon). The resultant libraries of macrocyclic oligomers were used as ligands for the generation of main-chain metal-ligand oligomeric/polymeric complexes taking advantage of the strong affinity of 1,10-phenanthroline derivatives for CuI. The formation of a gel-like material only upon addition of [Cu(CH3CN)4]PF6 to the most concentrated library (cmon = 60 mM) was explained as arising from the presence of significant amounts of trimeric and higher oligomeric macrocycles Ci (i ≥ 3), acting as cross-linking components. A gel-like material has been obtained by exo coordination of CuI to the phenanthroline moieties of a library of multitopic cyclic ligands.

Original languageEnglish
Pages (from-to)7504-7510
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number34
DOIs
Publication statusPublished - 1 Dec 2015

Keywords

  • Copper
  • Dynamic covalent chemistry
  • Gels
  • Macrocyclic ligands
  • Metathesis

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