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Conducting charge-transfer salts based on neutral π-radicals

Abstract

MOST molecular conductors rely on charge transfer to create carriers. For example, the ET salts1 are hole-doped whereas the C60 salts2 are electron-doped. Neutral radical species in which bands are formed by π-orbital overlap would be expected to have half-filled bands and thus to be conducting3, but no such metals have yet been reported. Here we report the synthesis and characterization of a molecular conductor which combines both of these approaches: energy bands are formed from one-dimensional stacks of neutral π-radicals, and the material is rendered conducting by electron transfer from the conduction band following doping with an acceptor. The radical species is the l,4-phenylene-bis(dithiadiazolyl) diradical 1,4-[(S2N2C)C6H4(CN2S2)] (2 in Fig. 1), reaction of which with iodine vapour leads to crystals of [2][I]. At low temperatures this compound is essentially a diamagnetic insulator, but above 200 K the conductivity and magnetic susceptibility increase markedly, and at room temperature the conductivity reaches l00 S cm−1, which is comparable to that shown by conventional molecular charge-transfer salts.

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References

  1. Williams, J. M. et al. Organic Superconductors (Prentice-Hall, Englewood Cliffs, 1992).

    Google Scholar 

  2. Haddon, R. C. et al. Am. chem. Soc. Symp. Ser. 481, 71–89 (1992).

    CAS  Google Scholar 

  3. Haddon, R. C. Nature 256, 394–396 (1975).

    Article  ADS  CAS  Google Scholar 

  4. Soos, Z. G., Keller, H. J., Moroni, W. & Nothe, D. Ann. N.Y. Acad. Sci. 313, 442–458 (1978).

    Article  ADS  CAS  Google Scholar 

  5. Nakasuji, K. et al. J. Am. chem. Soc. 111, 9265–9267 (1989).

    Article  CAS  Google Scholar 

  6. Schultz, A. J. et al. Inorg. Chem. 26, 3757–3761 (1987).

    Article  CAS  Google Scholar 

  7. Haddon, R. C. et al. J. Am. chem. Soc. 100, 7629–7633 (1978).

    Article  CAS  Google Scholar 

  8. Haddon, R. C., Chichester, S. V., Stein, S. M., Marshall, J. H. & Mujsce, A. M. J. org. Chem. 52, 711–712 (1987).

    Article  CAS  Google Scholar 

  9. Oakley, R. T., Reed, R. W., Cordes, A. W., Craig, S. L. & Graham, J. B. J. Am. chem. Soc. 109, 7745–7749 (1987).

    Article  CAS  Google Scholar 

  10. Hayes, P. J., Oakley, R. T., Cordes, A. W. & Pennington, W. T. J. Am. chem. Soc. 107, 1346–1351 (1985).

    Article  CAS  Google Scholar 

  11. Cordes, A. W., Haddon, R. C. & Oakley, R. T. in The Chemistry of Inorganic Ring Systems (ed. Steudel, R.) 295–321 (Elsevier, Amsterdam, 1992).

    Book  Google Scholar 

  12. Banister, A. J. & Rawson, J. M. in The Chemistry of Inorganic Ring Systems (ed. Steudel, R.) 323–348 (Elseuier, Amsterdam, 1992).

    Book  Google Scholar 

  13. Andrews, M. P. et al. J. Am. chem. Soc. 113, 3559–3568 (1991).

    Article  CAS  Google Scholar 

  14. Cordes, A. W. et al. J. Am. chem. Soc. 113, 582–588 (1991).

    Article  CAS  Google Scholar 

  15. Liblong, S. W., Oakley, R. T. & Cordes, A. W. Acta crystallogr. C46, 140–142 (1990).

    Google Scholar 

  16. Torrance, J. B. Ann. N.Y. Acad. Sci. 313, 210–233 (1978).

    Article  ADS  CAS  Google Scholar 

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Bryan, C., Cordes, A., Fleming, R. et al. Conducting charge-transfer salts based on neutral π-radicals. Nature 365, 821–823 (1993). https://doi.org/10.1038/365821a0

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