Chiral Amplification during Asymmetric‐Induced Copolymerization of Phenylacetylenes with Tight Cis‐Cisoidal Main Chains. Issue 14 (27th May 2013)

• Record Type: Journal Article
• Authors: Liu, Lijia; Mottate, Kazuomi; Zhang, Geng; Aoki, Toshiki; Kaneko, Takashi; Teraguchi, Masahiro
• Is Part Of: Macromolecular rapid communications. Volume 34:Issue 14(2013:Jul.)
• Page Start: 1140
• Page End: 1144
• Publication Date: 2013-05-27
• Subjects: Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.201300318
• Languages: English
• ISSNs: 1022-1336

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A novel phenylacetylene (<bold>1</bold>) having two hydroxyl groups and a chiral pinanyl group together with the other three related phenylacetylenes has been synthesized and (co)polymerized by using an achiral catalytic system. Among the four monomers, only <bold>1</bold> is suitable to the asymmetric‐induced polymerization (<bold>AIP</bold>). Chiral amplification phenomenon is only observed in the copolymerization of <bold>1</bold> with an achiral phenylacetylene having two hydroxyl groups (<bold>3</bold>). The tight helical <italic>cis‐cisoidal</italic> main chain formed by making intramolecular hydrogen bonds between the hydroxyl groups in the copoly(<bold>1</bold>/<bold>3</bold>) enhances the efficiency of chiral induction and as a result chiral amplification phenomenon is observed during the copolymerization.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg271jjmbg" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>