Experimental Comparative Study of Dynamic Behavior in Solution Phase of C-Tetra(phenyl)resorcin[4]arene and C-Tetra(phenyl)pyrogallol[4]arene

Molecules. 2020 May 12;25(10):2275. doi: 10.3390/molecules25102275.

Abstract

The synthesis of phenyl-resorcinarenes and pyrogallolarenes is known to produce a conformational mixture of cone and chair isomers. Depending on the synthesis conditions the composition of the conformational mixture is variable; however, the cone conformer is the greatest proportion of phenyl-resorcin[4]arenes and chair conformer of pyrogallol[4]arenes. The experimental evidence suggests that phenyl-substituted resorcinarene and pyrogallolarene exist as a dynamic boat in solution.

Keywords: conformational behavior; conformers; dynamic boat; dynamic studies; polyhydroxylated platform.

MeSH terms

  • Calixarenes / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemistry
  • Pyrogallol / chemistry*

Substances

  • resorcinarene
  • Pyrogallol
  • Calixarenes
  • Phenylalanine