Issue 4, 2021

Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring

Abstract

The melamine·barbiturate H-bonded rosette motif is of comparable dimensions and symmetry to the cavity of a butadiyne-linked 6-porphyrin nanoring. Functionalisation of each of the barbiturate components and the pyrimidine components of a H-bonded rosette with a pyridine ligand leads to a self-assembled hexapyridine ligand, which binds cooperatively to the zinc porphyrin nanoring. UV-vis-NIR and 1H NMR experiments show that the 7-component assembly forms at concentrations at which neither the H-bonding interactions nor the zinc porphyrin–pyridine interactions are formed in the absence of one of the three components. The mean effective molarities of these rosette complexes are around 200 mM in chloroform at 298 K.

Graphical abstract: Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring

Supplementary files

Article information

Article type
Edge Article
Submitted
04 nov 2020
Accepted
25 nov 2020
First published
08 dec 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2021,12, 1427-1432

Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring

P. Motloch, P. S. Bols, H. L. Anderson and C. A. Hunter, Chem. Sci., 2021, 12, 1427 DOI: 10.1039/D0SC06097F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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