4.4 Article

Synthesis and duplex formation of the reverse amidohelicene tetramer

Journal

TETRAHEDRON
Volume 67, Issue 30, Pages 5477-5486

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.05.059

Keywords

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

Funding

  1. WPI-AIMR Fusion Research
  2. JSPS
  3. Grants-in-Aid for Scientific Research [11J55054, 23790003] Funding Source: KAKEN

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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. (C) 2011 Elsevier Ltd. All rights reserved.

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