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- Title
A Chiral Supramolecular Polymer Membrane with no Chiral Substituents by Highly Selective Photocyclic Aromatization of a One-Handed Helical Cis- cisoidal Polyphenylacetylene.
- Authors
Liu, Lijia; Long, Qing; Aoki, Toshiki; Namikoshi, Takeshi; Abe, Yunosuke; Miyata, Mari; Teraguchi, Masahiro; Kaneko, Takashi; Wang, Yudan; Zhang, Chunhong
- Abstract
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.
- Subjects
ETHYNYL benzene; CHIRAL drugs synthesis; HYDROXYMETHYL compounds; SUPRAMOLECULAR polymers; CHIRALITY; AROMATIZATION
- Publication
Macromolecular Chemistry & Physics, 2015, Vol 216, Issue 5, p530
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201400526