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Issue 12, 2009
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Self-assembly of porphyrin–azulene–porphyrin and porphyrin–azulene conjugates

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Abstract

In this paper we report the synthesis and self-assembling behavior of new porphyrin-azulene-porphyrin and porphyrin-azulene conjugates. The porphyrin-azulene-porphyrin conjugate gelates a number of organic solvents, while the porphyrin-azulene conjugates form vesicles in a chloroform–methanol binary mixture. The structures of the organogels and vesicles have been characterized by SEM and AFM. Two porphyrin-naphthalene-porphyrin and porphyrin-naphthalene conjugates were also prepared. A comparison of their properties with those of the azulene analogues reveals that the intermolecular dipole–dipole interaction of the azulene units plays an important role in promoting the self-assembly of the porphyrin-azulene-porphyrin and porphyrin-azulene conjugates.

Graphical abstract: Self-assembly of porphyrin–azulene–porphyrin and porphyrin–azulene conjugates

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Supplementary files

Article information


Submitted
26 Feb 2009
Accepted
01 Apr 2009
First published
28 Apr 2009

Org. Biomol. Chem., 2009,7, 2540-2547
Article type
Paper

Self-assembly of porphyrinazuleneporphyrin and porphyrinazulene conjugates

Z. Xiao, X. Zhao, X. Jiang and Z. Li, Org. Biomol. Chem., 2009, 7, 2540
DOI: 10.1039/B904009A

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