Local versus global aromaticity in azuliporphyrin and benziporphyrin derivatives

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Authors	GHOSH A. LARSEN S. CONRADIE J. FOROUTANNEJAD Cina
Year of publication	2018
Type	Article in Periodical
Magazine / Source	ORGANIC & BIOMOLECULAR CHEMISTRY
MU Faculty or unit	Central European Institute of Technology
Citation
Doi	http://dx.doi.org/10.1039/c8ob01672k
Keywords	ORGANOMETALLIC CHEMISTRY; PORPHYRINOID AROMATICITY; MOLECULAR-STRUCTURES; CURRENT DENSITIES; CARBAPORPHYRINS; PATHWAYS; NICKEL(II); INSIGHTS; ELECTROCHEMISTRY; CARBACHLORINS
Description	Carbaporphyrinoids afford fascinating examples of competition between local and global aromaticity in conjugated, polycyclic systems. Thus, whereas density functional theory calculations reveal only a modest effect of metal complexation on the current density profiles of true carbaporphyrins and azuliporphyrins, the impact is much greater for benziporphyrins, underscoring a strong competition between local and global aromaticity in the latter system. Furthermore, the calculations shed light on the remarkable efficacy of suitably placed electron-donating substituents on the benzene ring in boosting the global diatropic currents in a metallobenziporphyrin.
Related projects:	CERIT Scientific Cloud CEITEC 2020