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Confused-Prism[5]arene: a Conformationally Adaptive Host by Stereoselective Opening of the 1,4-Bridged Naphthalene Flap.

Paolo Della SalaRocco Del RegnoAmedeo CapobiancoVeronica IulianoCarmen TalottaSilvano GeremiaNeal HickeyPlacido NeriCarmine Gaeta
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2022)
The confused-prism[5]arene macrocycle (c-PrS[5] Me ) shows conformational adaptive behavior in the presence of ammonium guests. Upon guest inclusion, the 1,4-bridged naphthalene flap reverses its planar chirality from pS to pR (with reference to the pS(pR) 4 enantiomer). Stereoselective directional threading is also observed in the presence of directional axles, in which up/down stereoisomers of homochiral (pR) 5 -c-PrS[5] Me pseudorotaxanes are formed.
Keyphrases
  • water soluble
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  • soft tissue
  • molecular dynamics
  • molecular dynamics simulations
  • single molecule