Synthesis and Characterization of Functionalized meso-Triaryltetrabenzocorroles

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• 作者：Giuseppe Pomarico ; Sara Nardis ; Manuela Stefanelli ; Daniel O. Cicero ; M. Gra莽a H. Vicente ; Yuanyuan Fang ; Ping Chen ; Karl M. Kadish ; Roberto Paolesse
• 刊名：Inorganic Chemistry
• 出版年：2013
• 出版时间：August 5, 2013
• 年：2013
• 卷：52
• 期：15
• 页码：8834-8844
• 全文大小：498K
• 年卷期：v.52,no.15(August 5, 2013)
• ISSN：1520-510X

文摘

5,10,15-Triaryltetrabenzocorroles functionalized with different electron-withdrawing groups on the 尾,尾鈥?fused rings have been prepared by a cross-coupling Heck procedure between octabrominated copper corrole and a terminal alkene bearing electron-withdrawing moieties. The spectroscopic characterization of these complexes showed red-shifted UV鈥搗is absorption bands characterized by a significant band broadening. The same feature was observed in the case of NMR spectra, where low-resolution groups of signals were observed. This behavior derives from a strong tendency of these macrocycles to aggregate in solution, as has been demonstrated by an ¹H NMR study performed on one of these tetrabenzocorroles. The influence of the substituents on the fused benzene ring on the properties of the tetrabenzocorroles was investigated by electrochemistry and spectroelectrochemistry, and comparisons were made between properties of the newly synthesized compounds and those of the tetrabenzocorroles reported earlier in the literature.