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Updated: Sep 23, 2025
Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination
Elena Badetti1, Nadia Alessandra Carmo Dos Santos1, Francesca A Scaramuzzo1
1Department of Chemical Sciences, University of Padova, Via Marzolo 1 35131 Padova (PD) Italy cristiano.zonta@unipd.it.
Abstract:
Self-assembly of a modified tris(2-pyridylmethyl)amine TPMA ligand, zinc(ii) or cobalt(ii) ions, and amino acids have been used effectively as stereo dynamic optical probes for the determination of the enantiomeric excess of free amino acids either using Electronic or Vibrational Circular Dichroism (CD and VCD). Herein, we report the mechanistic and stereochemical study of the self-assembly process which reveals a complex equilibrium in solution where even small variations in the experimental conditions can profoundly affect the final products of the reaction. In particular, variation on the metal stoichiometry switch give rises to an entirely enantio narcissistic self-assembly of the structure.
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