Local versus global aromaticity in azuliporphyrin and benziporphyrin derivatives
| Authors | |
|---|---|
| Year of publication | 2018 |
| Type | Article in Periodical |
| Magazine / Source | ORGANIC & BIOMOLECULAR CHEMISTRY |
| MU Faculty or unit | |
| 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. |
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