Poly(isocyanide)s are a class of polymeric materials that have well-defined helical conformations and a C-C backbone that contains side-chains on each backbone carbon. Central to expanding the applications of these helical materials is the controlled side-chain functionalization. The ability to modify the polymer, however, is limited. Noncovalent strategies would allow to incorporate a dynamic nature into side-chain functionalization. We will present the synthesis of helical poly(isocyanide)s with functional side-chains that serve as sites for noncovalent chemistry. We adopt a modular design that allows for easy preparation of chiral isocyanide monomers with supramolecular interacting units such as diaminopyridine and pyridine that allow for targeted hydrogen bonding or metal coordination. Using a Pd initiator for polymerization, helical poly(isocyanide)s with functional side-chains are easily accessible. These side-chain-functionalized poly(isocyanide)s show great potential as building blocks for the noncovalent assembly of 3D polymeric architectures.

Side-chain-functionalized helical poly(isocyanide)s

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ACS Fall 2022

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