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Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting

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...

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Autores principales: Badetti, Elena, Carmo dos Santos, Nadia Alessandra, Scaramuzzo, Francesca A., Bravin, Carlo, Wurst, Klaus, Licini, Giulia, Zonta, Cristiano
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080712/
https://www.ncbi.nlm.nih.gov/pubmed/35540993
http://dx.doi.org/10.1039/c8ra03989e
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author Badetti, Elena
Carmo dos Santos, Nadia Alessandra
Scaramuzzo, Francesca A.
Bravin, Carlo
Wurst, Klaus
Licini, Giulia
Zonta, Cristiano
author_facet Badetti, Elena
Carmo dos Santos, Nadia Alessandra
Scaramuzzo, Francesca A.
Bravin, Carlo
Wurst, Klaus
Licini, Giulia
Zonta, Cristiano
author_sort Badetti, Elena
collection PubMed
description 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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spelling pubmed-90807122022-05-09 Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting Badetti, Elena Carmo dos Santos, Nadia Alessandra Scaramuzzo, Francesca A. Bravin, Carlo Wurst, Klaus Licini, Giulia Zonta, Cristiano RSC Adv Chemistry 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. The Royal Society of Chemistry 2018-05-29 /pmc/articles/PMC9080712/ /pubmed/35540993 http://dx.doi.org/10.1039/c8ra03989e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Badetti, Elena
Carmo dos Santos, Nadia Alessandra
Scaramuzzo, Francesca A.
Bravin, Carlo
Wurst, Klaus
Licini, Giulia
Zonta, Cristiano
Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title_full Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title_fullStr Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title_full_unstemmed Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title_short Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
title_sort diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080712/
https://www.ncbi.nlm.nih.gov/pubmed/35540993
http://dx.doi.org/10.1039/c8ra03989e
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