Issue 30, 2012

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

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

Supplementary files

Article information

Article type
Paper
Submitted
19 Jan 2012
Accepted
17 Apr 2012
First published
17 Apr 2012

Org. Biomol. Chem., 2012,10, 6045-6053

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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