Abstract
A model system is introduced as a general tool to elaborate on orthogonal templation of dynamic covalent ring‐opening polymerization (ODC‐TROP). The tool consists of 310 helical peptides as unprecedented templates and semicarbazones as orthogonal dynamic covalent linkers. With difficult‐to‐control 1,2‐dithiolanes, ODC‐TROP on the level of short model oligomers occurs with high templation efficiency, increasing and diminishing upon helix stabilization and denaturation, respectively. Further, an anti‐templated conjugate with mispositioned monomers gave reduced templation upon helix twisting. Even with the “unpolymerizable” 1,2‐diselenolanes, initial studies already afford mild templation efficiency. These proof‐of‐principle results promise that the here introduced tool, recyclable and enabling late‐stage side chain modification, will be useful to realize ODC‐TROP of intractable or unknown cyclic dynamic covalent monomers for dynamer materials as well as cellular uptake and signaling applications.
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