Self-assembly of semifluorinated dendrons attached to electron-donor groups mediates their π-stacking via a helical pyramidal column

Virgil Percec, Martin Glodde, Mihai Peterca, Almut Rapp, Ingo Schnell, Hans W. Spiess, Tushar K. Bera, Yoshiko Miura, Venkatachalapathy S.K. Balagurusamy, Emad Aqad, Paul A. Heiney

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Abstract

Semifluorinated first-generation self-assembling dendrons attached via a flexible spacer to electron-donor molecules induce π-stacking of the donors in the center of a supramolecular helical pyramidal column. These helical pyramidal columns self-organize in various columnar liquid crystal phases that mediate self-processing of large single crystal liquid crystal do mains of columns and self-repair their intracolumnar structural defects. In addition, all supramolecular columns exhibit a columnar phase at lower temperatures that maintains the helical pyramidal columnar supramolecular structure and displays higher intracolumnar order than that in the liquid crystals phases. The results described here demonstrate the universality of this concept, the power of the fluorous phase or the fluorophobic effect in self-assembly and the unexpected generality of pyramidal liquid crystals.

Original languageEnglish
Pages (from-to)6298-6314
Number of pages17
JournalChemistry - A European Journal
Volume12
Issue number24
DOIs
Publication statusPublished - Aug 16 2006
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

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