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A Chiral Molecular Cage Comprising Diethynylallenes and <i>N</i>‐Heterotriangulenes for Enantioselective Recognition

Sandra Míguez‐Lago, Bettina D. Gliemann, Milan Kivala, Marı́a Magdalena Cid

2021Chemistry - A European Journal17 citationsDOIOpen Access PDF

Abstract

Chirality, a characteristic tool of molecular recognition in nature, is often a complement of redox active systems. Scientists, in their eagerness to mimic such sophistication, have designed numerous chiral systems based on molecular entities with cavities, such as macrocycles and cages. In an attempt to combine chirality and redox-active species, in this contribution we report the synthesis and detailed characterization of a chiral shape-persistent molecular cage based on the combination of enantiopure diethynylallenes and electron-rich bridged triarylamines, also known as N-heterotriangulenes. Its ability for chiral recognition in solution was revealed through UV/vis titrations with enantiopure helicenes.

Topics & Concepts

Enantiopure drugChirality (physics)Enantioselective synthesisMolecular recognitionChemistryStereochemistryCombinatorial chemistryComputational chemistryMoleculePhysicsOrganic chemistryChiral anomalyCatalysisFermionNambu–Jona-Lasinio modelQuantum mechanicsSupramolecular Chemistry and ComplexesLuminescence and Fluorescent MaterialsSynthesis and Properties of Aromatic Compounds
A Chiral Molecular Cage Comprising Diethynylallenes and <i>N</i>‐Heterotriangulenes for Enantioselective Recognition | Litcius