Local versus global aromaticity in azuliporphyrin and benziporphyrin derivatives

Warning

This publication doesn't include Institute of Computer Science. It includes Central European Institute of Technology. Official publication website can be found on muni.cz.

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