Crystal‐to‐Crystal Synthesis of Helically Ordered Polymers of Trehalose by Topochemical Polymerization. Issue 7 (9th January 2020)

• Record Type: Journal Article
• Authors: Hema, Kuntrapakam; Gonnade, Rajesh G.; Sureshan, Kana M.
• Is Part Of: Angewandte Chemie international edition. Volume 59:Issue 7(2020)
• Page Start: 2897
• Page End: 2903
• Publication Date: 2020-01-09
• Subjects: click reaction -- helical polymers -- polysaccharide -- topochemical reactions -- trehalose; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201914164
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: The synthesis of crystalline helical polymers of trehalose via topochemical azide–alkyne cycloaddition (TAAC) of a trehalose‐based monomer is presented. An unsymmetrical trehalose derivative having azide and alkyne crystallizes in two different forms having almost similar packing. Upon heating, both the crystals undergo TAAC reaction to form crystalline polymers. Powder X‐ray diffraction (PXRD) studies revealed that the monomers in both the crystals polymerize in a crystal‐to‐crystal fashion; circular dichroism (CD) studies of the product crystals revealed that the formed polymer is helically ordered. This solvent‐free, catalyst‐free polymerization method that eliminates the tedious purification of the polymeric product exemplifies the advantage of topochemical polymerization reaction over traditional solution‐phase polymerization. Abstract : Crystal‐to‐crystal synthesis of helical polymers of trehalose by the topochemical azide–alkyne cycloaddition (TAAC) reaction of a monomer is presented. This solvent‐free, catalyst‐free polymerization method that eliminates tedious purification steps exemplifies the elegance of topochemical polymerization over traditional solution‐phase polymerization.