Synthesis and Characterization of Nitrogen Heterocyclic-Fused Porphyrin

来源 :The First Asian Conference on Porphyrins, Phthalocyanines an | 被引量 : 0次 | 上传用户:blus95
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  Tape-shaped porphyrin arrays are usually bridged by two or triple linkages to form one or two fused six-membered rings between two porphyrin skeletons [1].These compounds feature rigid planar conformation resulting in fully conjugated π-networks which will bring various prominent properties such as significantly red-shifted absorption bands and narrow HOMO-LUMO gaps [2].Herein,two kinds of seven-membered heterocycle fused porphyrins could be synthesized through a series of reactions consisting of Suzuki-Miyaura,Pictet-Spengler cyclization and intramolecular oxidation [3].The structure of a representative compound 4 was unambiguously confirmed by X-ray diffraction analysis.In addition,the UV/Vis absorption spectra show that these tape-shaped porphyrins have effective π-conjugation resulting in significantly red-shifted,especially dimer 3 exhibits an intense absorption band at 1101 nm in the NIR region.Interestingly,the absorptions of compounds 1 and 3 are drastically changed upon addition of trifluoroacetic acid,which may be caused by perturbation of the electronic properties of these compounds.
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