In order to investigate the ability of bis(zinc octaethylporphyrin) () to discriminate cyclohexanohemicucurbit[n]urils () of different shapes and sizes, the self-assembly of barrel-shaped chiral with was studied by various spectroscopic methods (absorption, fluorescence, circular dichroism (CD), and NMR). While the binding of 6-membered induced a tweezer-like conformation followed by the formation of form of upon further addition of , the interaction of 8-membered is more complex and proceeds through the featured -to- conformational change of and further intermolecular self-assembly via multiple noncovalent associations between and . Whilst bis-porphyrins are known to be effective chemical sensors able to differentiate various guests based on their chirality via induced CD, their ability to sense small differences in the shape and size of relatively large macrocycles, such as chiral and , is scarcely examined. Both studied complexes exhibited characteristic induced CD signals in the region of porphyrin absorption upon complexation.
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| http://dx.doi.org/10.3390/molecules27030937 | DOI Listing |
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