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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.

SUBMITTER: Motloch P

PROVIDER: S-EPMC8179033 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring.

Motloch Petr P Bols Pernille S PS Anderson Harry L HL Hunter Christopher A CA

Chemical science 20201208 4

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 <sup>1</sup>H NMR experiments show that the 7-component assembly forms at concentrations at which neit ...[more]

PMID: 34163905

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