Self-assembly of porphyrin-azulene-porphyrin and porphyrin-azulene conjugates.
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.
Xiao
Ze-Yun
ZY
State Key Lab of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, China.
Zhao
Xin
X
Jiang
Xi-Kui
XK
Li
Zhan-Ting
ZT
D052176:Azulenes / Q000737:chemistry*; D005782:Gels; D011166:Porphyrins / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D014961:X-Ray Diffraction
D052176:Azulenes; D005782:Gels; D011166:Porphyrins; C005525:azulene