Literature DB >> 12785756

Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system.

Toshiki Aoki1, Takashi Kaneko, Naoki Maruyama, Atsushi Sumi, Masahiko Takahashi, Takashi Sato, Masahiro Teraguchi.   

Abstract

We have found a simple and novel synthetic method for obtaining a chiral polymer from an achiral monomer by using a chiral catalytic system. The chirality of the polymer was caused only by a one-handed helical backbone, and the polymer had no other chiral structures in the side groups. In addition, the helical conformation was stable in solution by itself. This is the first example of helix-sense-selective polymerization of a substituted acetylene. The stability of the helicity was found to be caused by intramolecular hydrogen bonds.

Entities:  

Year:  2003        PMID: 12785756     DOI: 10.1021/ja021233o

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


  6 in total

1.  Chiral Monomers Ensure Orientational Specificity of Monomer Binding During Polymer Self-Replication.

Authors:  Hemachander Subramanian; Robert A Gatenby
Journal:  J Mol Evol       Date:  2018-05-03       Impact factor: 2.395

Review 2.  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

3.  Dynamic propeller conformation for the unprecedentedly high degree of chiral amplification of supramolecular helices.

Authors:  Taehoon Kim; Tadashi Mori; Takuzo Aida; Daigo Miyajima
Journal:  Chem Sci       Date:  2016-07-12       Impact factor: 9.825

4.  Synthesis of stable and soluble one-handed helical homopoly(substituted acetylene)s without the coexistence of any other chiral moieties via two-step polymer reactions in membrane state: molecular design of the starting monomer.

Authors:  Yunosuke Abe; Toshiki Aoki; Hongge Jia; Shingo Hadano; Takeshi Namikoshi; Yuriko Kakihana; Lijia Liu; Yu Zang; Masahiro Teraguchi; Takashi Kaneko
Journal:  Molecules       Date:  2012-01-04       Impact factor: 4.411

5.  New Synthetic Methods of Novel Nanoporous Polycondensates and Excellent Oxygen Permselectivity of Their Composite Membranes.

Authors:  Yu Zang; Toshiki Aoki; Masahiro Teraguchi; Takashi Kaneko; Hongge Jia; Liqun Ma; Fengjuan Miao
Journal:  Nanomaterials (Basel)       Date:  2019-06-05       Impact factor: 5.076

6.  Helix-Sense-Selective Polymerization of 3,5-bis(hydroxymethyl)phenylacetylene Rigidly Bearing Galvinoxyl Residues and Their Chiroptical Properties.

Authors:  Zhichun Shi; Jianjun Wang; Masahiro Teraguchi; Toshiki Aoki; Takashi Kaneko
Journal:  Polymers (Basel)       Date:  2019-11-13       Impact factor: 4.329

  6 in total

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