A donor-acceptor ensemble: merging of TTF and dipyrrolylquinoxaline difluoroborate chemistry

Tetrathiafulvalene(TTF)-fused donor-acceptor (D–A) ensembles are of high interest due to their unique (opto)electronic properties and potential applications in organic conductors, photovoltaics, sensors, switches and molecular electronics. A direct annulation of a TTF with a variety of electron-acceptors has been achieved for studying photo-induced intramolecular charge transfer (ICT) as well as the photogeneration of long-lived charge separated states in resultant D-A systems. Herein, we describe redox and optical properties of a new D–A ensemble (Chart 1) which was prepared by complexation of BF2 with a TTF-fused 2,3-di(1H-2-pyrrolyl)quinoxaline ligand. A detailed experimental and theoretical study of an ICT process in TTF-QB is presented.