Synthesis and duplex formation of the reverse amidohelicene tetramer

Wataru Ichinose, Masamichi Miyagawa, Jun Ito, Masanori Shigeno, Ryo Amemiya, Masahiko Yamaguchi

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11 Citations (Scopus)

Abstract

The reverse amidohelicene (P)-tetramer containing (P)-helicenediamine and m-phenylenedicarboxylate was synthesized. The circular dichroism (CD) and vapor pressure osmometry (VPO) analysis revealed the dimeric aggregate formation in THF. It is notable that the reverse amide tetramer formed a duplex, as well as the original amidohelicene oligomers. In various solutions, mixtures of the reverse (P)-tetramer and amidohelicene (P)/(M)-tetramer formed homoaggregates instead of heteroaggregates.

Original languageEnglish
Pages (from-to)5477-5486
Number of pages10
JournalTetrahedron
Volume67
Issue number30
DOIs
Publication statusPublished - 2011 Jul 29

Keywords

  • Aromatic amide
  • Duplex formation
  • Helicene
  • Molecular recognition
  • Oligomer

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Ichinose, W., Miyagawa, M., Ito, J., Shigeno, M., Amemiya, R., & Yamaguchi, M. (2011). Synthesis and duplex formation of the reverse amidohelicene tetramer. Tetrahedron, 67(30), 5477-5486. https://doi.org/10.1016/j.tet.2011.05.059