title: Synthesis of macrocyclic receptors with intrinsic fluorescence featuring quinizarin moieties.
abstract: An unprecedented class of macrocycles with intrinsic fluorescence consisting of phenolic trimers and quinizarin is developed. Though they are lacking strong hydrogen bonds as observed in calixarenes, the two examples introduced here each adopt a vase-like conformation with all four aromatic units pointing in one direction (syn orientation). This "cone" conformation has been confirmed by NMR spectroscopy, molecular modeling, and X-ray crystallography. The laminar, electron-rich fluorophore as part of the macrocycle allows additional contacts to enclosed guest molecules.
authors.affiliation: †Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
authors.forename: M
authors.initials: M
authors.lastname: Bürger
authors.affiliation: †Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
authors.forename: F
authors.initials: F
authors.lastname: Katzsch
authors.affiliation: ‡Institute of Analytical Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
authors.forename: E
authors.initials: E
authors.lastname: Brendler
authors.affiliation: †Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
authors.forename: T
authors.initials: T
authors.lastname: Gruber