An aromatic layered foldamer based on a ( <i>cis</i> , <i>cis</i> )-squaramide: chiral induction and absolute structure
The <i>meta</i>-linked bissquaramides 8 and 9 were synthesized and spectroscopically characterized. Compound 9, composed of two <i>N</i>,<i>N</i>'-dialkyl-<i>N</i>,<i>N</i>'-diphenylsquaramides 6 sharing a common benzene ring, exhibits CD signals characteristic of right-handed helicity, despite the <i>S</i>-chirality of each unit and its left-handed-helical structure in X-ray crystal analysis. This inversion arises from the interaction of the electric transition moments of the two units.
Authors
- Aya Tanatani (ORCID: https://orcid.org/0000-0002-6667-8506)
- Hiroyuki Kagechika (ORCID: https://orcid.org/0000-0002-6747-1013)
- Yusuke Okada (ORCID: https://orcid.org/0000-0002-3559-4350)
- Masatoshi Kawahata (ORCID: https://orcid.org/0000-0003-2865-4113)
- Kazusa Kuyama
- Nagao Kobayashi (ORCID: https://orcid.org/0000-0002-0992-1207)
- Kimiko Tanaka
- Kosuke Katagiri (ORCID: https://orcid.org/0000-0002-3871-619X)
- Fumi Takeda
- Ayano Ikeda
Institutions
- Otsuka (Japan) (JP)
- Shinshu University (JP)
- Konan University (JP)
- Ochanomizu University (JP)
- Showa Pharmaceutical University (JP)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00324e
- Citations
- 1
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.81