Organic & Biomolecular Chemistry 2009-06-21

Self-assembly of porphyrin-azulene-porphyrin and porphyrin-azulene conjugates.

Ze-Yun Xiao, Xin Zhao, Xi-Kui Jiang, Zhan-Ting Li

Index: Org. Biomol. Chem. 7(12) , 2540-7, (2009)

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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.