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Short Paper | Regular issue | Vol 104, No. 4, 2022, pp.786-796
Published online, 21st January, 2022
DOI: 10.3987/COM-21-14603
Synthesis of Amide-Functionalized Thia[7]helicene-Like Molecule and Its Supramolecular Assembly in the Solid State

Takumi Inoue, Shohei Hamada, Rina Nakamura, Yusuke Kobayashi, Takahiro Sasamori, and Takumi Furuta*

*Department of Pharmaceutical Chemistry, Kyoto Pharmaceutical University, 1 Misasagi-Shichonocho, Yamashina, Kyoto 607-8412, Japan

Abstract

An amide-functionalized thia[7]helicene-like molecule was prepared in an optically active form through the cyclization of the corresponding axially chiral δ-amino acid. X-Ray analysis revealed its twisted helical structure with clockwise helicity and a pairwise association through hydrogen-bonding interactions. This pairwise complex accumulated in the columnar packing in the solid state.