Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting |
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| Authors: | Elena Badetti Nadia Alessandra Carmo dos Santos Francesca A. Scaramuzzo Carlo Bravin Klaus Wurst Giulia Licini Cristiano Zonta |
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| Affiliation: | Department of Chemical Sciences, University of Padova, Via Marzolo 1, 35131 Padova (PD) Italy.; Institute of General, Inorganic and Theoretical Chemistry, University of Innsbruck, Innrain 80/82, 6020 Innsbruck Austria |
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| 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.Enantio narcissistic self-assembly is observed in a multi-metallic structure used as stereodynamic probe for CD measurements. |
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