title: Arylene ethynylene macrocycles with intramolecular π-π stacking.
abstract: Arylene ethynylene macrocycles containing 9,10-anthrylene or 1,4-naphthylene units were synthesized. In chloroform, significant resonance upfield shifting was observed with β-protons of anthrylene and naphthylene in NMR spectra. This was considered to result from partial stacking of these aromatic units intramolecularly, driven by attractive π-π interactions. DFT calculations supported the proposed intramolecular stacking motif. Moreover, a liquid-crystal phase was exhibited by the anthrylene-containing macrocycle, by virtue of the unique discotic shape.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Department of Applied Chemistry, College of Chemistry, Peking University, Beijing 100871, China.
authors.forename: Shusen
authors.initials: S
authors.lastname: Chen
authors.forename: Qifan
authors.initials: Q
authors.lastname: Yan
authors.forename: Tian
authors.initials: T
authors.lastname: Li
authors.forename: Dahui
authors.initials: D
authors.lastname: Zhao
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D050866:Liquid Crystals; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D047028:Macrocyclic Compounds