Issue 3, 2008

Structurally-tolerant self-assembly of zinc pyridyl porphyrins

Abstract

Zinc porphyrins equipped with pyridine ligands form macrocyclic assemblies in organic solvents. The assemblies have been characterised by 1H NMR, UV-visible spectroscopy, X-ray crystallography and vapour pressure osmometry. The self-assembly properties of six isomeric porphyrins are relatively insensitive to the geometry of the porphyrin monomer. Changes in the internal torsion angles allow all of the porphyrins to form macrocyclic dimers but with differences in the relative orientations of the porphyrin units. The associated strain reduces the effective molarities from the value of 6 M reported previously for an ‘ideal’ monomer to between 0.07 and 2 M leading to dimerisation constants in the 105–106 M−1 range. Only one isomer has a geometry that makes dimerisation impossible without severe distortion, and this compound self-assembles to give a tetrameric macrocycle at millimolar concentrations.

Graphical abstract: Structurally-tolerant self-assembly of zinc pyridyl porphyrins

Article information

Article type
Paper
Submitted
26 Mar 2007
Accepted
26 Nov 2007
First published
21 Jan 2008

New J. Chem., 2008,32, 525-532

Structurally-tolerant self-assembly of zinc pyridyl porphyrins

P. L. Bernad, Jr, A. J. Guerin, R. A. Haycock, S. L. Heath, C. A. Hunter, C. Raposo, C. Rotger, L. D. Sarson and L. R. Sutton, New J. Chem., 2008, 32, 525 DOI: 10.1039/B704571A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements