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Nickel-Catalyzed Coordination Polymerization-Induced Self-Assembly of Helical Poly(aryl isocyanide)s

Sètuhn Jimaja, Spyridon Varlas, Yujie Xie, Jeffrey C. Foster, Daniel Taton, Andrew P. Dove, Rachel K. O’Reilly

2020ACS Macro Letters58 citationsDOIOpen Access PDF

Abstract

The interest in helix-containing nanostructures is currently growing as a consequence of their potential applications in areas such as nanomedicine, nanomaterial design, chiral recognition, and asymmetric catalysis. Herein, we present a facile and tunable one-pot methodology to achieve chiral nano-objects. The nickel-catalyzed coordination polymerization-induced self-assembly (NiCCo-PISA) of helical poly(aryl isocyanide) amphiphilic diblock copolymers was realized and allowed access to various nano-object morphologies (spheres, worm-like micelles, and polymersomes). The helicity of the core block was confirmed via circular dichroism (CD) spectroscopy for all morphologies, proving their chiral nature. Small-molecule uptake by the spherical nanoparticles was investigated by encapsulating Nile Red into the core of the spheres and subsequent transfer into aqueous media. The presence of a CD signal for the otherwise CD-inactive dye proved the chiral induction effect of the nano-objects' helical core. This demonstrates the potential of NiCCo-PISA to prepare nanoparticles for applications in nanomaterials, catalysis, and recognition.

Topics & Concepts

Materials sciencePolymerizationAmphiphileCircular dichroismNanoparticleNanomaterialsMicelleCopolymerIsocyanideNanomedicineHelix (gastropod)Self-assemblyChirality (physics)ArylCatalysisNickelPolymer chemistryNanotechnologyPolymerAqueous solutionChemistryOrganic chemistryCrystallographyAlkylMetallurgyEcologySnailComposite materialBiologyQuarkNambu–Jona-Lasinio modelQuantum mechanicsPhysicsChiral symmetry breakingSynthesis and Properties of Aromatic CompoundsSupramolecular Self-Assembly in MaterialsPolydiacetylene-based materials and applications
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