Chiral soluble polymers and microspheres for enantioselective crystallization

Tali Menahem, Yitzhak Mastai

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30 Scopus citations


A series of chiral polymers based on poly(N-acryl) amino acids was synthesized using a convergent synthetic approach. These chiral polymers have been used as chiral additives to induce enantioselective crystallization of racemic or conglomerate amino acids in solutions. These polymeric additives showed strong capabilities to enhance highly enantioselective resolution during the crystallization of amino acids. In addition, these polymers caused unusual modifications of amino acid crystal morphologies. Furthermore, spherical microparticles of those same chiral polymers were also shown active in similar chiral discriminations during amino acid crystallizations occurring on microparticle surfaces. Our study demonstrates the high potential of chiral polymers and microparticles to resolve amino acids throughout crystallization processes. High enantiomeric excesses in one targeted enantiomer of amino acids can also be maximized via time-dependent kinetic control of crystallizations.

Original languageEnglish
Pages (from-to)3009-3017
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Issue number9
StatePublished - 1 May 2006


  • Chiral auxiliaries
  • Chiral resolution
  • Crystallization
  • Molecular recognition
  • Poly amino acids


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