Confused‐Prism[5]arene: a Conformationally Adaptive Host by Stereoselective Opening of the 1,4‐Bridged Naphthalene Flap
Paolo Della Sala, Rocco Del Regno, Amedeo Capobianco, Veronica Iuliano, Carmen Talotta, Silvano Geremia, Neal Hickey, Placido Neri, Carmine Gaeta
Abstract
Abstract 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 p S to p R (with reference to the p S (p R ) 4 enantiomer). Stereoselective directional threading is also observed in the presence of directional axles, in which up / down stereoisomers of homochiral (p R ) 5 ‐ c ‐ PrS[5] Me pseudorotaxanes are formed.
Topics & Concepts
StereoselectivityChemistryNaphthaleneEnantiomerPrismStereochemistryChirality (physics)CrystallographyOrganic chemistryCatalysisOpticsPhysicsQuantum mechanicsChiral symmetry breakingQuarkNambu–Jona-Lasinio modelSupramolecular Chemistry and ComplexesCrystallography and molecular interactionsMolecular Sensors and Ion Detection