Crown-ether annelated dithiadiazafulvalenes

The synthetic approaches towards crown-ether annelated dithiadiazafulvalenes (DTDAF) are described. As evidenced by electrochemistry, the reaction of N,N′-bridged-bisthiazolium salts in basic medium favors the formation of the DTDAF via an intramolecular coupling while the reaction of N,N′-bridged-bisthiazoline selone with trivalent phosphorus derivative leads to the donor core via an intermolecular coupling. The complexation of various metal cations on these crown-ether annelated DTDAF is investigated by electrochemistry.