A New BEDT-TTF-Based Organic Charge Transfer Salt with a New Anionic Strong Acceptor, N,N'-Disulfo-1,4-benzoquinonediimine

Abstract

Abstract:A novel organic dianion, N,N'-Disulfo-1,4-benzoquinonediimine (1) has been prepared, which is a strong electron acceptor. The reduction potential of the PPh 4 salt indicates that 1 is a stronger acceptor than DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone). The dianionic acceptor provided a BEDT-TTF salt, (BEDT-TTF) 4 1· 3H 2 O, the structures and physical properties of which are reported.

Structure and Properties of a BEDT‐TTF‐Based Organic Conductor with a Ferrocene‐Based Magnetic Anion Octamethylferrocenedisulfonate

“…375) of 1.096 emu K mol –1 , suggesting that the stable radical parts and also the BEDT‐TTF layers possess spins. Since the observed χT value is approximately 0.1 emu K mol –1 smaller than the expected value, this implies that there are strong antiferromagnetic interactions, which are usually observed between spins on BEDT‐TTF layers , . These results support the hypothesis that spins are located on the BEDT‐TTF layers.…”

“…Figure d shows S ··· O contacts between BEDT‐TTF and –SO 3 shorter than the van der Waals distance of 3.37 Å. In our previously reported sulfonate salts that are in the charge disproportionation state, the donor having the shortest S ··· O contact has the largest positive charge probably because the state has the largest Madelung potential . However, this salt does not conform to the same charge distribution.…”

Structures and Properties of New Organic Conductors: BEDT-TTF, BEST and BETS Salts of the HOC2H4SO3− Anion

“…Therefore, donor C is likely to be neutral or have a small positive charge in the CO state. In our previously reported sulfonate salts with CO ground states [30][31][32], the donor having the shortest S(BEDT-TTF)•••O(-SO3 − ) contacts (especially less than 3.1 Å ), which are more direct interactions between positive and negative charges than those via the hydrogen bonds [27,28], has the largest positive charge because the state has the largest Coulomb energy. Moreover, as shown in Table 2, of the two anions in the unit cell with  and ' conformations, only donor B has two contacts shorter than 3.1 Å .…”

One-Dimensional Anionic Metal-Organic Chain Generated from (Tetraphenylphosphonium)₂benzoquinonediiminedisulfonate and CuI

“…Actually, bonds A and C of 3 become longer and B becomes shorter than those of 2. 3 However, we can also consider whether the bond length difference is caused by the electron transfer, or by an effect of electron donation from each lone pair of N atoms of the diimine to Cu. We can say that (a) Cu(I) and 1 2-are both diamagnetic and (b) Cu(II) and 1 3-are both paramagnetic.…”

“…3 After 5 mg of 2 and 1 mg of CuI were mixed in CH3CN (20 ml), the solvent was allowed to slowly evaporate from a 50 ml beaker at room temperature, yielding black block crystals at the bottom of the container. X-ray diffraction data were collected at ambient temperature.…”