title: The influence of intraannular templates on the liquid crystallinity of shape-persistent macrocycles.
abstract: A series of shape-persistent phenylene-ethynylene-naphthylene-butadiynylene macrocycles with different extraannular alkyl groups and intraannular bridges is synthesized by oxidative Glaser-coupling of the appropriate precursors. The intraannular bridges serve in this case as templates that reduce the oligomerization even when the reaction is not performed under pseudo high-dilution conditions. The extraannular as well as the intraannular substituents have a strong influence on the thermal behavior of the compounds. With branched alkyl chains at the periphery, the macrocycles exhibit liquid crystalline (lc) phases when the interior is empty or when the length of the alkyl bridge is just right to cross the ring. With a longer alkyl or an oligoethylene oxide bridge no lc phase is observed, most probably because the mesogene is no longer planar.
authors.affiliation: Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany.
authors.forename: Joscha
authors.initials: J
authors.lastname: Vollmeyer
authors.affiliation: Institut für Chemie, Physikalische Chemie, Martin-Luther-Universität Halle-Wittenberg, Von-Danckelmann-Platz 4, 06120 Halle (Saale), Germany.
authors.forename: Ute
authors.initials: U
authors.lastname: Baumeister
authors.affiliation: Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany.
authors.forename: Sigurd
authors.initials: S
authors.lastname: Höger
keywords: X-ray scattering; discotic liquid crystals; shape-persistent macrocycles; templates