Issue 40, 2012
From the journal:

Chemical Communications

Molecular chirality and chiral capsule-type dimer formation of cyclic triamidesvia hydrogen-bonding interactions†‡

Noriko Fujimoto,a   Mio Matsumura,a   Isao Azumaya,*b   Shizuka Nishiyama,a   Hyuma Masu,c   Hiroyuki Kagechikad  and  Aya Tanatani*a  

* Corresponding authors

a Department of Chemistry, Faculty of Science, Ochanomizu University, 2-1-1 Otsuka, Bunkyo-ku, Tokyo 112-8610, Japan
E-mail: tanatani.aya@ocha.ac.jp
Fax: +81-3-5978-2716
Tel: +81-3-5978-2716

b Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan
E-mail: i-az@kph.bunri-u.ac.jp
Fax: +81-87-894-0181
Tel: +81-87-894-5111 ext 6308

c Chemical Analysis Center, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
E-mail: masu@faculty.chiba-u.jp

d Graduate School of Biomedical Science, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan
E-mail: kage.omc@tmd.ac.jp

Abstract

Chiral properties of bowl-shaped cyclic triamides bearing functional groups with hydrogen-bonding ability were examined. Chiral induction of cyclic triamide3a was observed by addition of chiral amine in solution, and chiral separation was achieved by simple crystallization to afford chiral capsule-type dimer structure of 4a.

Graphical abstract: Molecular chirality and chiral capsule-type dimer formation of cyclic triamidesvia hydrogen-bonding interactions

  • This article is part of the themed collection: Chirality
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Article information

DOI
https://doi.org/10.1039/C2CC18177K
Article type
Communication
Submitted
31 Dec 2011
Accepted
21 Feb 2012
First published
22 Feb 2012

Chem. Commun., 2012,48, 4809-4811

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Molecular chirality and chiral capsule-type dimer formation of cyclic triamidesvia hydrogen-bonding interactions

N. Fujimoto, M. Matsumura, I. Azumaya, S. Nishiyama, H. Masu, H. Kagechika and A. Tanatani, Chem. Commun., 2012, 48, 4809 DOI: 10.1039/C2CC18177K

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