Hydrogen-Bonding Interactions in Luminescent Quinoline-Triazoles with Dominant 1D Crystals

Molecules. 2017 Sep 22;22(10):1600. doi: 10.3390/molecules22101600.

Abstract

Quinoline-triazoles 2-((4-(diethoxymethyl)-1H-1,2,3-triazol-1-yl)methyl)quinoline (1), 2-((4-(m-tolyl)-1H-1,2,3-triazol-1-yl)methyl)quinoline (2) and 2-((4-(p-tolyl)-1H-1,2,3-triazol-1-yl)methyl)quinoline (3) have been prepared with CuAAC click reactions and used as a model series to probe the relationship between lattice H-bonding interaction and crystal direction of growth. Crystals of 1-3 are 1D tape and prism shapes that correlate with their intermolecular and solvent 1D lattice H-bonding interactions. All compounds were thermally stable up to about 200 C and blue-green emissive in solution.

Keywords: 1,2,3-triazole; H-bonding; crystal growth; luminescence; structural relationship.

MeSH terms

  • Crystallography, X-Ray / methods*
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Quinolines / chemistry*
  • Triazoles / chemistry*

Substances

  • Quinolines
  • Triazoles
  • quinoline