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Issue 15, 2010
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Ligand-assisted J-type aggregates of zinc porphyrin: anticooperative molecular organization in self-assembled bolaamphiphile

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Abstract

Bolaamphiphilic zinc porphyrins bearing a 2-pyridylethynyl or 4-methoxyphenylethynyl group, Zn(PyPor) or Zn(ArPor), respectively, were newly synthesized in order to explore the molecular organizing behaviours within the interior hydrophobic layer of aqueous self-assemblies. Well-ordered J-type aggregates of Zn(PyPor) were formed in aqueous self-assembled bolaamphiphile, whereas J-type aggregates of Zn(ArPor) were disordered. The titration experiments suggest that axial coordination bond improves the structural uniformity of the J-type aggregates of Zn(PyPor). In a homogeneous isotropic media, on the other hand, Zn(PyPor) formed an antiparallel dimer through self-complementary coordination. Unprecedented molecular organization of ligand-assisted J-type aggregates is described in the term of anticooperative effect under the bulk conditions.

Graphical abstract: Ligand-assisted J-type aggregates of zinc porphyrin: anticooperative molecular organization in self-assembled bolaamphiphile

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Publication details

The article was received on 24 Mar 2010, accepted on 20 May 2010 and first published on 09 Jun 2010


Article type: Paper
DOI: 10.1039/C004636A
Citation: Org. Biomol. Chem., 2010,8, 3457-3463

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    Ligand-assisted J-type aggregates of zinc porphyrin: anticooperative molecular organization in self-assembled bolaamphiphile

    M. Morisue, T. Morita and Y. Kuroda, Org. Biomol. Chem., 2010, 8, 3457
    DOI: 10.1039/C004636A

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