Literature DB >> 26062738

Precision synthesis, structure and function of helical polymers.

Yoshio Okamoto1.   

Abstract

Helical structures are chiral, which means that if we can synthesize a polymer having a stable one-handed helicity, the polymer is optically active. In 1979, we succeeded in the synthesis of a one-handed helical polymer from an optically inactive achiral monomer, triphenylmethyl methacrylate (TrMA). This is the first example of the asymmetric synthesis of an optically active one-handed helical polymer. The polymer (PTrMA) exhibited an unexpected high chiral recognition ability and afforded a practically useful chiral stationary phase (CSP) for high-performance liquid chromatography (HPLC) by coating it on silica gel. In addition, we also succeeded in the development of very useful CSPs for HPLC using the phenylcarbamate derivatives of polysaccharides, cellulose and amylose. These CSPs can efficiently resolve a broad range of chiral compounds, and have been used all over the world for separating and analyzing chiral compounds.

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Year:  2015        PMID: 26062738      PMCID: PMC4565974          DOI: 10.2183/pjab.91.246

Source DB:  PubMed          Journal:  Proc Jpn Acad Ser B Phys Biol Sci        ISSN: 0386-2208            Impact factor:   3.493


  12 in total

1.  Synthetic helical polymers: conformation and function.

Authors:  T Nakano; Y Okamoto
Journal:  Chem Rev       Date:  2001-12       Impact factor: 60.622

2.  Structural analysis of amylose tris(3,5-dimethylphenylcarbamate) by NMR relevant to its chiral recognition mechanism in HPLC.

Authors:  Chiyo Yamamoto; Eiji Yashima; Yoshio Okamoto
Journal:  J Am Chem Soc       Date:  2002-10-23       Impact factor: 15.419

3.  Molecular structure of nucleic acids; a structure for deoxyribose nucleic acid.

Authors:  J D WATSON; F H CRICK
Journal:  Nature       Date:  1953-04-25       Impact factor: 49.962

Review 4.  Chiral HPLC for efficient resolution of enantiomers.

Authors:  Yoshio Okamoto; Tomoyuki Ikai
Journal:  Chem Soc Rev       Date:  2008-09-29       Impact factor: 54.564

5.  The structure of proteins; two hydrogen-bonded helical configurations of the polypeptide chain.

Authors:  L PAULING; R B COREY; H R BRANSON
Journal:  Proc Natl Acad Sci U S A       Date:  1951-04       Impact factor: 11.205

6.  Organic-inorganic hybrid materials for efficient enantioseparation using cellulose 3,5-dimethylphenylcarbamate and tetraethyl orthosilicate.

Authors:  Tomoyuki Ikai; Chiyo Yamamoto; Masami Kamigaito; Yoshio Okamoto
Journal:  Chem Asian J       Date:  2008-09-01

Review 7.  Helical polymers: synthesis, structures, and functions.

Authors:  Eiji Yashima; Katsuhiro Maeda; Hiroki Iida; Yoshio Furusho; Kanji Nagai
Journal:  Chem Rev       Date:  2009-11       Impact factor: 60.622

8.  Controlled synthesis and chiral recognition of immobilized cellulose and amylose tris(cyclohexylcarbamate)s/3-(triethoxysilyl)propylcarbamates as chiral packing materials for high-performance liquid chromatography.

Authors:  Jun Shen; Shuangyan Liu; Pengfei Li; Xiande Shen; Yoshio Okamoto
Journal:  J Chromatogr A       Date:  2012-05-23       Impact factor: 4.759

Review 9.  Synthesis and application of immobilized polysaccharide-based chiral stationary phases for enantioseparation by high-performance liquid chromatography.

Authors:  Jun Shen; Tomoyuki Ikai; Yoshio Okamoto
Journal:  J Chromatogr A       Date:  2014-06-22       Impact factor: 4.759

10.  Immobilization of polysaccharide derivatives onto silica gel Facile synthesis of chiral packing materials by means of intermolecular polycondensation of triethoxysilyl groups.

Authors:  Tomoyuki Ikai; Chiyo Yamamoto; Masami Kamigaito; Yoshio Okamoto
Journal:  J Chromatogr A       Date:  2007-04-27       Impact factor: 4.759

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  2 in total

1.  Catalytic One-Handed Helix Induction and Subsequent Static Memory of Poly(biphenylylacetylene)s Assisted by a Small Amount of Carboxy Groups Introduced at the Pendants.

Authors:  Tomoyuki Ikai; Shoki Takeda; Eiji Yashima
Journal:  ACS Macro Lett       Date:  2022-03-28       Impact factor: 7.015

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
  2 in total

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