NDLI: Directing the Self-Assembly Behaviour of Porphyrin-Based Supramolecular Systems

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Directing the Self-Assembly Behaviour of Porphyrin-Based Supramolecular Systems

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Directing the Self-Assembly Behaviour of Porphyrin-Based Supramolecular Systems

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Van Der Weegen, Rob Teunissen, Abraham J. P. Meijer, E. W.
Description	Author Affiliation: van der Weegen R ( Laboratory of Macromolecular and Organic Chemistry, Institute for Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.); Teunissen AJ ( Laboratory of Macromolecular and Organic Chemistry, Institute for Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.); Meijer EW ( Laboratory of Macromolecular and Organic Chemistry, Institute for Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.)
Abstract	The self-assembly behaviour of a library of tetra-amidated porphyrin molecules decorated with a variety of solubilizing wedges is investigated as dilute solutions in methylcyclohexane. Small changes in the solubilising wedge of the porphyrins resulted in different aggregated states, as evidenced by CD and UV/Vis absorption spectroscopy. The porphyrins form co-facially stacked H-aggregates, slip-stacked J-aggregates or a mixture of both. Detailed thermodynamic and kinetic analysis showed that in all cases the formation of J-aggregates proceeds via an isodesmic mechanism whereas H-aggregates are formed via a cooperative mechanism. It is shown that these aggregates assemble in a parallel pathway, in which both compete for the monomer, compared to a sequential pathway, in which one of the aggregates interconverts into the other. Interestingly, kinetic analysis of porphyrins that only form H-aggregates in thermodynamic equilibrium revealed that the competing pathway towards J-aggregates is operational in these systems as well. Our findings show that the balance between H- and J-aggregates depends on remarkably small changes in the architecture of the solubilising wedges.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	15
Volume Number	23
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2017-03-13
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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