Bis [oxybis (methylenethio)] tetrathiafulvalene (BOBMT-TTF) and bis [thiobis (methylenethio)] tetrathiafulvalene (BTBMT-TTF) were synthesized in two steps starting from 1, 3, 4, 6- tetrathiapentalene-2, 5-dione. The electrochemical and donor properties of both compounds are discussed. BOBMT-TTF forms a highly conducting charge transfer complex with TCNQ (σ RT 10 S cm− 1).