A Chiral Supramolecular Polymer Membrane with no Chiral Substituents by Highly Selective Photocyclic Aromatization of a One-Handed Helical Cis-cisoidal Polyphenylacetylene
Corresponding Author
Lijia Liu
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
E-mail: [email protected], [email protected]Search for more papers by this authorQing Long
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorCorresponding Author
Toshiki Aoki
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
E-mail: [email protected], [email protected]Search for more papers by this authorTakeshi Namikoshi
Material Science and Engineering, Kitami Institute of Technology, 165 Koen-cho, Kitami, Hokkaido, 090–8507 Japan
Search for more papers by this authorYunosuke Abe
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorMari Miyata
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorMasahiro Teraguchi
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorTakashi Kaneko
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorYudan Wang
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorChunhong Zhang
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorCorresponding Author
Lijia Liu
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
E-mail: [email protected], [email protected]Search for more papers by this authorQing Long
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorCorresponding Author
Toshiki Aoki
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
E-mail: [email protected], [email protected]Search for more papers by this authorTakeshi Namikoshi
Material Science and Engineering, Kitami Institute of Technology, 165 Koen-cho, Kitami, Hokkaido, 090–8507 Japan
Search for more papers by this authorYunosuke Abe
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorMari Miyata
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorMasahiro Teraguchi
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorTakashi Kaneko
Graduate School of Science and Technology, Niigata University, Niigata, 950–2181 Japan
Search for more papers by this authorYudan Wang
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorChunhong Zhang
Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001 China
Search for more papers by this authorAbstract
A one-handed helical cis-cisoidal polyphenylacetylene (P) is successfully synthesized by an asymmetric-induced polymerization of a chiral-substituted phenylacetylene having two hydroxymethyl groups. Quantitative photocyclic aromatization of P in a membrane-state followed by in situ removal of the chiral substituents affords a one-handed helical supramolecular polymer membrane of the corresponding cyclic trimer (T) with no chiral substituents. The original one-handed helicity of the precursor P is successfully transmitted to the resulting supramolecular helicity of de-T. Both the hydrogen bonds and the π–π stacking are thought to contribute to the retention of the chirality during the two-step reaction in the membrane state.
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