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Simultaneous and in situ syntheses of an enantiomeric pair of homochiral polymers as their perfect stereocomplex in a crystal

Author

Listed:
  • Ravichandran Khazeber

    (Indian Institute of Science Education and Research)

  • Sourav Pathak

    (Indian Institute of Science Education and Research)

  • Kana M. Sureshan

    (Indian Institute of Science Education and Research)

Abstract

Circumventing the issues of conventional stereocomplexation of preformed polymers, herein, we synthesize two enantiopure polymers of opposite chirality simultaneously and in situ as their 1:1 stereocomplex via topochemical polymerization. We design and synthesize an inositol-based achiral monomer for topochemical ene-azide cycloaddition (TEAC) polymerization. In the crystal, the monomer exhibits conformational enantiomerism, and its conformational enantiomers are self-sorted in an arrangement for TEAC polymerization to yield two enantiopure polymers of opposite chirality. Upon heating the monomer crystals, each self-sorted set of conformational enantiomers undergoes regio- and stereospecific polymerization in a single-crystal-to-single-crystal fashion, generating two 1, 4-triazolinyl-linked polymers of opposite chirality simultaneously. The new chiral carbons in all the triazoline rings of a particular polymer chain have the same absolute configuration. These homochiral polymer strands align parallelly, forming a layer, and such enantiopure layers of opposite chirality stack alternately, forming a perfect 1:1 stereocomplex, which we confirmed using single-crystal XRD analysis.

Suggested Citation

  • Ravichandran Khazeber & Sourav Pathak & Kana M. Sureshan, 2024. "Simultaneous and in situ syntheses of an enantiomeric pair of homochiral polymers as their perfect stereocomplex in a crystal," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
  • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-50948-z
    DOI: 10.1038/s41467-024-50948-z
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