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Issue 30, 2012
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Porphyrin dyads linked by a rotatable 3,3′-biphenyl scaffold: a new binding motif for small ditopic molecules

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Abstract

Synthetic access to a set of metallo- and free base bis-porphyrins has been provided by a stepwise approach involving sequential peptide and Suzuki couplings. Linking these porphyrins through a 3,3′-biphenyl bridge enables cooperative binding to ditopic ligands such as the bipyridyls. Association constants and binding stoichiometry has been determined by spectroscopic/spectrophotometric means and the differences in the binding affinities of a small series of diaza ligands is discussed in the context of structural fit and microscopic association constants.

Graphical abstract: Porphyrin dyads linked by a rotatable 3,3′-biphenyl scaffold: a new binding motif for small ditopic molecules

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Publication details

The article was received on 19 Jan 2012, accepted on 17 Apr 2012 and first published on 17 Apr 2012


Article type: Paper
DOI: 10.1039/C2OB25147G
Citation: Org. Biomol. Chem., 2012,10, 6045-6053
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    Porphyrin dyads linked by a rotatable 3,3′-biphenyl scaffold: a new binding motif for small ditopic molecules

    A. R. Mulholland, P. Thordarson, E. J. Mensforth and S. J. Langford, Org. Biomol. Chem., 2012, 10, 6045
    DOI: 10.1039/C2OB25147G

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