Helix‐Sense‐Selective Memory Polymerization of Biphenylylacetylenes Bearing Carboxy and Amino Groups in Water

Author:

Okuda Shogo1,Ikai Tomoyuki12ORCID,Okutsu Hinako1,Ando Mitsuka1,Hattori Masaki1,Ishidate Ryoma3,Yashima Eiji134ORCID

Affiliation:

1. Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan

2. Precursory Research for Embryonic Science and Technology (PRESTO) Japan Science and Technology Agency (JST) Kawaguchi Saitama 332-0012 Japan

3. Department of Molecular Design and Engineering Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan

4. Present address: Department of Chemical Engineering National Tsing Hua University 101, Sec. 2, Kuang-Fu Road Hsinchu 30013 Taiwan, R.O.C.

Abstract

AbstractWe report the helix‐sense‐selective memory polymerization (HSMP) of achiral biphenylylacetylenes bearing carboxy and amino pendant groups in the presence of basic and acidic chiral guests in water, respectively. The HSMP proceeds in a highly helix‐sense‐selective manner driven by noncovalent chiral ionic interactions between the monomers and guests under kinetic control, producing the one‐handed helical polymers with a static memory of helicity in one‐pot during the polymerization in a very short time, accompanied by amplification of asymmetry. The carboxy‐bound helicity‐memorized polymer self‐assembles into a cholesteric liquid crystal in concentrated water, in which a variety of basic achiral fluorophores further co‐assembles to form supramolecular helical aggregates that exhibit an induced circularly polarized luminescence in a color tunable manner.

Publisher

Wiley

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