Login / Signup

Chiral Supramolecular Nanoarchitectures from Macroscopic Mechanical Rotations: Effects on Enantioselective Aggregation Behavior of Phthalocyanines.

Mizuki KurohaShohei NambuShingo HattoriYuichi KitagawaKazuhiro NiimuraYuki MizunoFujihiro HambaKazuyuki Ishii
Published in: Angewandte Chemie (International ed. in English) (2019)
Fluid dynamics, resulting from the macroscopic mechanical rotation of either a rotary evaporator or a magnetic stirrer, has been shown to selectively induce one of two enantiomers (mirror-image structures) in certain nanoscale supramolecules. As an alternative to giving a chiral twist to synthesized supramolecules or polymers, it is a challenge to reproducibly prepare chiral species by only using macroscopic mechanical rotations. Demonstrated here is a highly reproducible method for rotary-evaporation-induced enantioselective H-aggregation of achiral phthalocyanines. Chiral induction mechanisms are proposed by using the chiroptical-sign-based absolute structures. These results will provide insight to the origin of the homochirality of life, and serves as a pioneering study in a novel scientific field in terms of admixing nanoscale molecular chemistry and macroscopic fluid dynamics.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry
  • high resolution
  • atomic force microscopy
  • epithelial mesenchymal transition
  • diabetic rats
  • oxidative stress
  • drug induced
  • quantum dots