Synthesis of macrocyclic receptors with intrinsic fluorescence featuring quinizarin moieties.

Bürger, M; Katzsch, F; Brendler, E; Gruber, T

Bürger, M; Katzsch, F; Brendler, E; Gruber, T.

Afiliación

Bürger M; Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
Katzsch F; Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
Brendler E; Institute of Analytical Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.
Gruber T; Institute of Organic Chemistry, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, Freiberg/Sachsen, Germany.

J Org Chem ; 80(10): 4882-92, 2015 May 15.

Article en En | MEDLINE | ID: mdl-25880616

RESUMEN

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.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2015 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos

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