10.1016/S0040-4039(00)84435-4
The research aimed to develop new electron donors by synthesizing three 3,4-dichalcogen-bridged fluoranthenes, with the donor strength increasing in the order of the chalcogen triad: sulfur, selenium, and tellurium. The study focused on polycyclic aromatic compounds with peri-dichalcogen bridges, which are known for their electron-donating properties. The researchers synthesized fluorantheno[3,4-cdl-1,2-dithiole], -diselenole, and -ditellurole, using a multistage pathway starting with acenaphthene and involving various chemical reactions such as chlorination, dehydrogenation, bromination, and Diels-Alder reactions. The synthesized compounds were characterized by elemental and spectroscopic analyses, and their electronic spectra and cyclic voltammetry results indicated an enhanced electronic interaction between the fluoranthene and the heavy chalcogen, which strengthened the donor character.