Triazine-based Sequence Defined Polymers with Side Chain Diversity and Backbone-Backbone Interaction Motifs
Sequence control in polymers, well-known in nature, encodes structure and functionality. Here we introduce a new architecture, based on the nucleophilic aromatic substitution chemistry of cyanuric chloride, that creates a new class of sequence defined polymers dubbed "TZPs". Proof of concept is demonstrated with two synthesized hexamers, having neutral and ionizable side chains. Molecular dynamics simulations show backbone-backbone interactions, including H-bonding motifs and pi-pi interactions. This architecture is arguably biomimetic while differing from sequence defined polymers having peptide bonds. The synthetic methodology supports the structural diversity of side chains known in peptides, as well as backbone-backbone hydrogen bonding motifs, and will thus thus enable new macromolecules and materials with useful functions.
Revised: December 15, 2016 |
Published: March 14, 2016
Grate J.W., K. Mo, and M.D. Daily. 2016.Triazine-based Sequence Defined Polymers with Side Chain Diversity and Backbone-Backbone Interaction Motifs.Angewandte Chemie International Edition 55, no. 12:3925-3930.PNNL-SA-114408.doi:10.1002/anie.201509864