Hydrophobicity and CH/π-interaction-driven self-assembly of amphiphilic aromatic hydrocarbons into nanosheets

Tsuyoshi Nishikawa; Hiroki Narita; Soichiro Ogi; Yoshikatsu Sato; Shigehiro Yamaguchi

doi:10.1039/c9cc08070h

Hydrophobicity and CH/π-interaction-driven self-assembly of amphiphilic aromatic hydrocarbons into nanosheets

Chem Commun (Camb). 2019 Dec 25;55(99):14950-14953. doi: 10.1039/c9cc08070h. Epub 2019 Nov 27.

Authors

Tsuyoshi Nishikawa¹, Hiroki Narita¹, Soichiro Ogi¹, Yoshikatsu Sato², Shigehiro Yamaguchi¹

Affiliations

¹ Department of Chemistry, Graduate School of Science, Nagoya University, Furo, Chikusa, Nagoya 464-8602, Japan. yamaguchi@chem.nagoya-u.ac.jp.
² Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Furo, Chikusa, Nagoya 464-8602, Japan.

PMID: 31774077
DOI: 10.1039/c9cc08070h

Abstract

The hydrophobicity and CH/π-interaction-driven self-assembly of an amphiphile that contains a biphenylanthracene group furnishes two-dimensional aggregates in dilute aqueous solution. A windmill-shaped molecular packing structure that arises from multiple intermolecular CH/π interactions of the aromatic hydrocarbons is the key motif for the self-assembly into micrometer-scale nanosheets.