Molecular Rearrangement of an Aza-Scorpiand Macrocycle Induced by pH: A Computational Study

Int J Mol Sci. 2016 Jul 14;17(7):1131. doi: 10.3390/ijms17071131.


Rearrangements and their control are a hot topic in supramolecular chemistry due to the possibilities that these phenomena open in the design of synthetic receptors and molecular machines. Macrocycle aza-scorpiands constitute an interesting system that can reorganize their spatial structure depending on pH variations or the presence of metal cations. In this study, the relative stabilities of these conformations were predicted computationally by semi-empirical and density functional theory approximations, and the reorganization from closed to open conformations was simulated by using the Monte Carlo multiple minimum method.

Keywords: Density Functional Theory; Monte Carlo Multiple Minimum; aza-scorpiands; pH controlled; semi-empirical; supramolecular chemistry; synthetic receptors.

MeSH terms

  • Aza Compounds / chemistry*
  • Computational Biology*
  • Hydrogen-Ion Concentration
  • Macrocyclic Compounds / chemistry*
  • Models, Molecular
  • Monte Carlo Method*
  • Quantum Theory*


  • Aza Compounds
  • Macrocyclic Compounds