Literature DB >> 15810826

Dual memory of enantiomeric helices in a polyacetylene induced by a single enantiomer.

Toyoharu Miyagawa1, Akira Furuko, Katsuhiro Maeda, Hiroshi Katagiri, Yoshio Furusho, Eiji Yashima.   

Abstract

We report the dual memory of both the enantiomeric right- and left-handed helical conformations induced in a polyacetylene based on the temperature-stimulated helicity inversion of the polymer. The polyacetylene folds into a one-handed helix induced by noncovalent bonding interactions with a single enantiomeric amine. The induced helix underwent a reversible inversion of the helicity by temperature. The diastereomeric right- and left-handed helices obtained at different temperatures could be further memorized when the optically active amine was replaced by an achiral diamine, generating right- and left-handed helices of the mirror images of each other. Consequently, both enantiomeric helices can be produced with a high efficiency from dynamically diastereomeric helical polyacetylenes induced by a single enantiomer.

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Year:  2005        PMID: 15810826     DOI: 10.1021/ja0509634

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

1.  Switchable enantioseparation based on macromolecular memory of a helical polyacetylene in the solid state.

Authors:  Kouhei Shimomura; Tomoyuki Ikai; Shigeyoshi Kanoh; Eiji Yashima; Katsuhiro Maeda
Journal:  Nat Chem       Date:  2014-04-13       Impact factor: 24.427

2.  Anion-coordination-driven single-double helix switching and chiroptical molecular switching based on oligoureas.

Authors:  Hongfei Li; Lei Kou; Lin Liang; Boyang Li; Wei Zhao; Xiao-Juan Yang; Biao Wu
Journal:  Chem Sci       Date:  2022-04-07       Impact factor: 9.969

Review 3.  Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials.

Authors:  Katsuhiro Maeda; Eiji Yashima
Journal:  Top Curr Chem (Cham)       Date:  2017-07-20

4.  Flaws in foldamers: conformational uniformity and signal decay in achiral helical peptide oligomers.

Authors:  Bryden A F Le Bailly; Liam Byrne; Vincent Diemer; Mohammadali Foroozandeh; Gareth A Morris; Jonathan Clayden
Journal:  Chem Sci       Date:  2015-01-21       Impact factor: 9.825

  4 in total

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