Understanding and tuning the electronic structure of pentalenides.

ABSTRACT: Here we report the first example of systematic tuning of the electronic properties of dianionic pentalenides through a straightforward synthetic protocol which allows the controlled variation of substituents in the 1,3,4,6-positions to produce nine new compounds, representing the largest pentalenide study to date. Both electron-withdrawing as well as electron-donating aromatics have been incorporated to achieve different polarisations of the bicyclic 10π aromatic core as indicated by characteristic ¹H and ¹³C NMR shifts and evaluated by DFT calculations including nucleus-independent chemical shift (NICS) scans, anisotropy of the induced current density (ACID) calculations, and natural bond orbital (NBO) charge distribution analysis. The introduction of methyl substitu

SUBMITTER: Jenek NA 

PROVIDER: S-EPMC11323301 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature