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Stereoselective Plasmonic Interaction in Peptide‐tethered Photopolymerizable Diacetylenes Doped with Chiral Gold Nanoparticles

Jojo P. Joseph, Chirag Miglani, Antarlina Maulik, Shema R. Abraham, Avisek Dutta, Alexander Baev, Paras N. Prasad, Asish Pal

2023Angewandte Chemie International Edition17 citationsDOIOpen Access PDF

Abstract

Designing polymeric systems with ultra-high optical activity is instrumental in the pursuit of smart artificial chiroptical materials, including the fundamental understanding of structure/property relations. Herein, we report a diacetylene (DA) moiety flanked by chiral D- and L-FF dipeptide methyl esters that exhibits efficient topochemical photopolymerization in the solid phase to furnish polydiacetylene (PDA) with desired control over the chiroptical properties. The doping of the achiral gold nanoparticles provides plasmonic interaction with the PDAs to render asymmetric shape to the circular dichroism bands. With the judicious design of the chiral amino acid ligand appended to the AuNPs, we demonstrate the first example of selective chiral amplification mediated by stereo-structural matching of the polymer-plasmonic AuNP hybrid pairs. Such ordered self-assembly aided by topochemical polymerization in peptide-tethered PDA provides a smart strategy to produce soft responsive materials for applications in chiral photonics.

Topics & Concepts

DiacetylenePlasmonMaterials scienceMoietyNanoparticlePolymerizationColloidal goldPhotopolymerPolymerCircular dichroismCombinatorial chemistrySmart materialNanotechnologyChemistryOrganic chemistryStereochemistryOptoelectronicsSupramolecular Self-Assembly in MaterialsPolydiacetylene-based materials and applicationsLuminescence and Fluorescent Materials
Stereoselective Plasmonic Interaction in Peptide‐tethered Photopolymerizable Diacetylenes Doped with Chiral Gold Nanoparticles | Litcius