Issue 9, 2021

Influencing prototropy by metal ion coordination: supramolecular transformation of a dynamer into a Zn-based toroidal species

Abstract

Disruption of a tautomeric equilibrium by coordination self-assembly depends upon a delicate interplay between supramolecular interactions but has not been studied for supramolecular polymers in two dimensions at the solid–liquid interface. Presented herein is the description of a functionalized molecular module which in DMSO solution generates a highly compact dynamic aggregate in its lactam (amide) form that undergoes reaction with Zn(II) ion to give a ML2-type complex in which one lactam unit on each ligand has been converted to its iminol form, enabling bidentate binding also involving pyrimidine-N. These solution measurements, as well as a study by scanning tunneling microscopy at the liquid/graphite interface, corroborated by density functional studies, have revealed how the tautomeric equilibrium can be modulated by the addition of a metal salt.

Graphical abstract: Influencing prototropy by metal ion coordination: supramolecular transformation of a dynamer into a Zn-based toroidal species

Supplementary files

Article information

Article type
Communication
Submitted
27 Nov 2020
Accepted
13 Jan 2021
First published
03 Mar 2021
This article is Open Access
Creative Commons BY-NC license

J. Mater. Chem. C, 2021,9, 3065-3069

Influencing prototropy by metal ion coordination: supramolecular transformation of a dynamer into a Zn-based toroidal species

M. Čonková, W. Drożdż, Z. Miłosz, P. Cecot, J. Harrowfield, M. Lewandowski and A. R. Stefankiewicz, J. Mater. Chem. C, 2021, 9, 3065 DOI: 10.1039/D0TC05598K

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