Donor/acceptor substituted dithiafulvenes and tetrathiafulvalene vinylogues: electronic absorption, crystallographic, and computational analyses

Abstract

Phenyl-dithiafulvene (Ph-DTF) and corresponding tetrathiafulvalene vinylogue (TTFV) systems functionalized with electron-donating methoxy and electron-withdrawing nitro groups, respectively, were synthesized and examined by UV-Vis absorption, cyclic voltammetric, and X-ray single-crystallographic analyses, in conjunction with density functional theory (DFT) calculations. Our studies unravel the donor/acceptor-substitution effects on the electronic absorption, electrochemical redox, and solid-state supramolecular self-assembling properties of these Ph-DTF and TTFV systems.