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Physical Properties of some Charge-transfer Complexes of 2,3-Dichloro-5,6-dicyanobenzo-quinone

Abstract

THE remarkably high conductivity of charge-transfer complexes of quinones with aromatic amines and hydrocarbons has been examined by a number of investigators1,2. Since a correlation between the electron affinity of the acceptor and the strength of the complex is predicted3, the large electrode potential (E0≈1.0 V)4 of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) indicates it should be a particularly good acceptor for the formation of strong complexes. Foster and Thomson5 demonstrated the ionie character of the complex of DDQ with N,N,N′,N′-tetramethyl-p-phenylenediamine. We wish to compare the physical properties of some complexes consisting of DDQ complexed with an aromatic amine and with two hydrocarbons.

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References

  1. Eley, D. D., Inokuchi, H., and Willis, M. R., Disc. Farad. Soc., 28, 54 (1959).

    Article  Google Scholar 

  2. (a) Labes, M. M., Sehr, R., and Bose, M., J. Chem. Phys., 33, 868 (1960). (b) Sehr, R., Labes, M. M., Bose, M., Ur, H., and Wilhelm, F., in Electrical Conductivity in Organic Solids, edit. by Kallman, H., and Silver, M. (Interscience Pub., New York, 1961).

    Google Scholar 

  3. Mulliken, R. S., J. Amer. Chem. Soc., 74, 811 (1952); J. Phys. Chem., 56, 801 (1952).

    Article  CAS  Google Scholar 

  4. Reid, D. H., Fraser, M., Molloy, B. B., and Payne, H. A. S., Tetrahedron Letters, 15, 530 (1961).

    Article  Google Scholar 

  5. Foster, R., and Thomson, T. J., Trans. Farad. Soc., 58, 860 (1962); 59, 296 (1963).

    Article  CAS  Google Scholar 

  6. Ottenberg, A., Hoffman, C. J., and Osiecki, Jeanne, J. Chem. Pys., 38, 1898 (1963).

    Article  ADS  CAS  Google Scholar 

  7. Powell, H. M., and Huse, G., J. Chem. Soc., 435 (1943).

  8. Bellamy, L. J., The Infra-red Spectra of Complex Molecules (John Wiley and Sons, Inc., New York, 1958).

    Google Scholar 

  9. Kainer, H., and Otting, W., Chem. Ber., 88, 1921 (1955).

    Article  CAS  Google Scholar 

  10. Hammond, P. R., J. Chem. Soc., 3113 (1963).

  11. Singer, L. S., and Kommandeur, J., J. Chem. Phys., 34, 133 (1961).

    Article  ADS  CAS  Google Scholar 

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OTTENBERG, A., BRANDON, R. & BROWNE, M. Physical Properties of some Charge-transfer Complexes of 2,3-Dichloro-5,6-dicyanobenzo-quinone. Nature 201, 1119–1120 (1964). https://doi.org/10.1038/2011119a0

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