Title
Synthesis and characterization of functionalized meso - triaryltetrabenzocorroles
Document Type
Article
Publication Date
8-5-2013
Abstract
5,10,15-Triaryltetrabenzocorroles functionalized with different electron-withdrawing groups on the β,β′-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-vis 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. © 2013 American Chemical Society.
Publication Source (Journal or Book title)
Inorganic Chemistry
First Page
8834
Last Page
8844
Recommended Citation
Pomarico, G., Nardis, S., Stefanelli, M., Cicero, D., Vicente, M., Fang, Y., Chen, P., Kadish, K., & Paolesse, R. (2013). Synthesis and characterization of functionalized meso - triaryltetrabenzocorroles. Inorganic Chemistry, 52 (15), 8834-8844. https://doi.org/10.1021/ic4010467