Multiple states of dimeric aggregates formed by (amido-ethynyl)helicene bidomain compound and (amido-ethynyl-amido)helicene tridomain compound

Wataru Ichinose, Masanori Shigeno, Masahiko Yamaguchi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

An (amido-ethynyl)helicene bidomain compound and an (amido-ethynyl-amido) helicene tridomain compound were synthesized. The multidomain compounds were designed on the basis of previous findings that amido and ethynyl oligomers form dimeric aggregates with properties orthogonal to each other. Four aggregate states of multidomain compounds, namely, all-dimer, amido-dimer, ethynyl-dimer, and random-coil states, were obtained in different solvents, which were analyzed by circular dichroism (CD), UV/Vis, 1H NMR, and IR spectroscopy; vapor pressure osmometry (VPO); dynamic light scattering (DLS); and atomic force microscopy (AFM). The amido and ethynyl domains independently aggregated and disaggregated in a two-state manner. Reversible structural changes occurred for a tridomain compound between the ethynyl-dimer/random-coil state and the all-dimer/amido-dimer state with heating and cooling. Two structural change processes with different properties were obtained using a single compound. Domain switching! An (amido-ethynyl)helicene bidomain compound and an (amido-ethynyl-amido)helicene tridomain compound were synthesized. Four aggregate states of multidomain compounds, namely, all-dimer, amido-dimer, ethynyl-dimer, and random-coil states, were obtained in different solvents. Each domain independently aggregated and disaggregated in a two-state manner. Two different reversible structural changes occurred between the ethynyl-dimer/random-coil and the all-dimer/amido-dimer with heating and cooling.

Original languageEnglish
Pages (from-to)12644-12654
Number of pages11
JournalChemistry - A European Journal
Volume18
Issue number40
DOIs
Publication statusPublished - 2012 Oct 1

Keywords

  • aggregation
  • helical structures
  • independent structure change
  • molecular switching
  • multidomain structures

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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