A multi-component CuAAC %26apos;click%26apos; approach to an exo functionalised pyridyl-1,2,3-triazole macrocycle: synthesis, characterisation, Cu(I) and Ag(I) complexes

作者：Noor Asif; Lewis James E M; Cameron Scott A; Moratti Stephen C; Crowley James D^*

来源：Supramolecular Chemistry, 2012, 24(7): 492-498.

DOI：10.1080/10610278.2012.688126

• macrocycles
• CuAAC
• click
• Ag(I)
• 1,2,3-triazole
• pyridyl

A one-pot, multi-component CuAAC reaction was exploited for the safe generation of an exo alcohol-functionalised pyridyl-1,2,3-triazole %26apos;click%26apos; macrocycle in good yield. The macrocycle was characterised by elemental analysis, HR-ES-MS, H-1 and C-13 NMR spectrometry, and the molecular structure was confirmed by X-ray crystallography. Efforts to use the %26apos;click%26apos; macrocycle in both passive and active metal template syntheses of [2]rotaxanes were unsuccessful, and this appears to be connected to the coordinating ability of the 1,2,3-triazole units in the macrocycle. The coordination chemistry of the macrocycle with Cu(I) and Ag(I) was examined. It has been demonstrated using HR-ES-MS, H-1 NMR spectrometry and X-ray crystallography that the macrocycle can form both discrete and polymeric coordination compounds with Cu(I) and Ag(I) and in all cases the 1,2,3-triazolyl units of the macrocycle are coordinated to the metal ions.

• 出版日期2012