Advertisement

Structural, Magnetic, and Charge-Transport Properties of Stacked Metal Chelate Complexes

  • Brian M. Hoffman
  • Jens Martinsen
  • Laurel J. Pace
  • James A. Ibers

Abstract

Intense effort devoted to the synthesis and physical characterization of crystals containing stacked, planar, transition-metal chelate complexes has yielded many materials of widely divergent properties. Some are primarily of structural interest. Others have unusual magnetic properties; for example, the first well-documented instance of a spin Peierls transition (a solid state analogue of the Jahn-Teller effect) was observed in such a material.1 Yet others exhibit high or unusual electrical conductivities, and the greatest effort is currently being expended toward the understanding and control of charge-transport properties in molecular crystals. Here compounds prepared from metallomacrocycles are of particular interest and challenge. For example, with phthalocyaninatonickel iodide, Ni(pc)I,† a high, metallike conductivity along the stacking axis is achieved,2,3 whereas bis(diphenylglyoximato)nickel iodide, Ni(dpg)I,4 has the same structural motif but exhibits much lower conductivity. To understand and control such divergent physical properties in related solid state structures has engendered considerable research, particularly since the possibility exists of tailor-making compounds with specific transport properties through well-defined chemical modifications.

Keywords

Partial Oxidation Molecular Plane Porphyrin Ring Singlet Ground State Resonance Raman Spectrum 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Interrante, L. V., Bray, J. W., Hart, H. R., Jr., Jacobs, I. S., Kasper, J. S., Piacente, P. A., and Bonner, J. C., Quasi One-Dimensional Conductors II, Lecture Notes in Physics, No. 96, Springer, New York (1979), pp. 55–68.CrossRefGoogle Scholar
  2. 2.
    Schramm, C. J., Scaringe, R. P., Stojakovic, D. R., Hoffman, B. M., Ibers, J. A., and Marks, T. J., J. Am. Chem. Soc. 102, 6702 (1980).CrossRefGoogle Scholar
  3. 3.
    Schramm, C. J., Stojakovic, D. R., Hoffman, B. M., and Marks, T. J., Science 200, 47 (1978).CrossRefGoogle Scholar
  4. 4.
    Cowie, M., Gleizes, A., Grynkewich, G. W., Kalina, D. W., McClure, M. S., Scaringe, R. P., Teitelbaum, R. C., Ruby, S. L., Ibers, J. A., Kannewurf, C. R., and Marks, T. J., J. Am. Chem. Soc. 101, 2921 (1979).CrossRefGoogle Scholar
  5. 5.
    Miller, J. S., and Epstein, A. J., Prog. Inorg. Chem. 20, 1 (1976).CrossRefGoogle Scholar
  6. 6.
    Williams, J. M., Schultz, A., Underhill, A. E., and Carnerio, K., in Extended Linear Chain Compounds, Vol. 1, J. Miller, Ed., Plenum Press, New York (1981), p. 73.Google Scholar
  7. Underhill, A. E., Watkins, D. M., Williams, J. M., and Carnerio, K., in Extended Linear Chain Compounds, Vol. 1, J. Miller, Ed., Plenum Press, New York (1981), p. 119.Google Scholar
  8. 7.
    Keller, H. J., Ed., Low-Dimensional Cooperative Phenomena, Plenum Press, New York (1975).Google Scholar
  9. 8.
    Miller, J. S., and Epstein, A. J., Eds., Synthesis and Properties of Low-Dimensional Materials, Ann. N.Y. Acad. Sci. 313 (1978).Google Scholar
  10. 9.
    Keller, H. J., Ed., Chemistry and Physics of One-Dimensional Metals, Plenum Press, New York (1977).Google Scholar
  11. 10.
    Hatfield, W. E., Ed., Molecular Metals, Plenum Press, New York (1979).Google Scholar
  12. 11.
    Devreese, J. T., Evrard, R. P., and Van Doren, V. E., Eds., Highly Conducting One-Dimensional Solids, Plenum Press, New York (1979).Google Scholar
  13. 12.
    Berlinsky, A. J., Contemp. Phys. 17, 331 (1976).CrossRefGoogle Scholar
  14. 13.
    Barišić, S., Bjeliš, A., Cooper, J. R., and Leontic, B., Eds., Quasi One-Dimensional Conductors I, Lecture Notes in Physics, No. 95, Springer, New York (1979).Google Scholar
  15. 14.
    Barišić, S., Bjeliš, A., Cooper, J. R., and Leontic, B., Eds., Quasi One-Dimensional Conductors II, Lecture Notes in Physics, No. 96, Springer, New York (1979).Google Scholar
  16. 15.
    Soos, Z. G., Ann. Rev. Phys. Chem. 25, 121 (1974).CrossRefGoogle Scholar
  17. 16.
    Soos, Z. G., and Klein, D. J., in Molecular Association, Vol. 1, R. Foster, Ed., Academic Press, New York (1979), pp. 1–119.Google Scholar
  18. 17.
    Williams, R. M., and Wallwork, S. C., Acta Crystallogr. 23, 448 (1967).CrossRefGoogle Scholar
  19. 18.
    Torrance, J. B., in Synthesis and Properties of Low-Dimensional Materials, Ann. N.Y. Acad. Sci. 313 (1978), pp. 210–233.Google Scholar
  20. 19.
    Torrance, J. B., Acc. Chem. Res. 12, 79 (1979).CrossRefGoogle Scholar
  21. 20.
    Gutman, F., and Lyons, L. E., Organic Semiconductors, John Wiley & Sons, New York (1967).Google Scholar
  22. 21.
    Mott, N. F., and Davis, E. A., Electronic Processes in Non-Crystalline Materials, Clarendon Press, Oxford (1971).Google Scholar
  23. 22.
    Beni, G., Holstein, T., and Dincus, P., Phys. Rev. B 8, 312 (1973).CrossRefGoogle Scholar
  24. 23.
    Klein, D. J., Phys. Rev. B 8, 3452 (1973).CrossRefGoogle Scholar
  25. 24.
    Bailey, A. S., Williams, R. J. P., and Wright, J. D., J. Chem. Soc, 2579 (1965).Google Scholar
  26. 25.
    Koizumi, S., and Iida, Y., Bull. Chem. Soc. Jpn. 46, 629 (1973).CrossRefGoogle Scholar
  27. 26.
    Prout, C. K., and Powell, H. M., J. Chem. Soc, 4882 (1965).Google Scholar
  28. 27.
    Koizumi, S., and Iida, Y., Bull. Chem. Soc. Jpn. 44, 1436 (1970).CrossRefGoogle Scholar
  29. 28.
    Iida, Y., Bull. Chem. Soc. Jpn. 44, 2564 (1971).CrossRefGoogle Scholar
  30. 29.
    Kamenar, B., Prout, C. K., and Wright, J. D., J. Chem. Soc. A 661 (1966).Google Scholar
  31. 30.
    Kamenar, B., Prout, C. K., and Wright, J. D., J. Chem. Soc., 4851 (1965).Google Scholar
  32. 31.
    Bailey, A. S., and Prout, C. K., J. Chem. Soc., 4867 (1965).Google Scholar
  33. 32.
    Murray-Rust, P., and Wright, J. D., J. Chem. Soc. A 247 (1968).Google Scholar
  34. 33.
    Schmitt, R. D., Wing, R. M., and Maki, A. H., J. Am. Chem. Soc. 91, 4394 (1969).CrossRefGoogle Scholar
  35. 34.
    Wheland, R. C., and Gillson, J. L., J. Am. Chem. Soc. 98, 3916 (1976).CrossRefGoogle Scholar
  36. 35.
    Keller, H. J., Leichert, L., Mégnamisi-Bélombé, M., Nöthe, D., and Weiss, J., Z. Anorg. Allg. Chem. 429, 231 (1977).CrossRefGoogle Scholar
  37. 36.
    Keller, H. J., Leichert, L., Mégnamisi-Bélombé, M., Moroni, W., Nöthe, D., and Weiss, J., Mol. Cryst. Liq. Cryst. 32, 155 (1976).CrossRefGoogle Scholar
  38. 37.
    Mayerle, J. J., Inorg. Chem. 16, 916 (1977).CrossRefGoogle Scholar
  39. 38.
    King, A. W., Swann, D. A., and Waters, T. N., J. Chem. Soc. Dalton Trans., 1819 (1973).Google Scholar
  40. 39.
    Castellano, E. E., Hodder, O. J. R., Prout, C. K., and Sadler, P. J., J. Chem. Soc. A, 2620 (1971).Google Scholar
  41. 40.
    Cassoux, P., and Gleizes, A., Inorg. Chem. 19, 665 (1980).CrossRefGoogle Scholar
  42. 41.
    Matsumoto, N., Nonaka, Y., Kida, S., Kawano, S., and Ueda, L., Inorg. Chim. Acta 37, 27 (1979).CrossRefGoogle Scholar
  43. 42.
    Grigg, R., Trocha-Grimshaw, J., and King, T. J., J. Chem. Soc. Chem. Commun., 571 (1978).Google Scholar
  44. 43.
    Piovesana, O., Bellitto, C., Flamini, A., and Zanazzi, P. F., Inorg. Chem. 18, 2258 (1979).CrossRefGoogle Scholar
  45. 44.
    Pace, L. J., Ulman, A., and Ibers, J. A., Inorg. Chem., 21, 199 (1982).CrossRefGoogle Scholar
  46. 45.
    Jacobs, I. S., Hart, H. R., Jr., Interrante, L. V., Bray, J. W., Kasper, J. S., Watkins, G. D., Prober, D. E., Wolf, W. P., and Bonner, J. C. Physica B + C 86-88, 655 (1977).CrossRefGoogle Scholar
  47. 46.
    Bray, J. W., Hart, H. R., Jr., Interrante, L. V., Jacobs, I. S., Kasper, J. S., Watkins, G. D., Wee, S. H., and Bonner, J. C., Phys. Rev. Lett. 35, 744 (1975).CrossRefGoogle Scholar
  48. 47.
    Kasper, J. S., and Interrante, L. V., Acta Crystallogr. B32, 2914 (1976).Google Scholar
  49. 48.
    Jacobs, I. S., Bray, J. W., Hart, H. R., Jr., Interrante, L. V., Kasper, J. S., Watkins, G. D., Prober, D. E., and Bonner, J. C., Phys. Rev. B 14, 3036 (1976).CrossRefGoogle Scholar
  50. 49.
    Delker, G., Ph.D. thesis, University of Illinois, 1979.Google Scholar
  51. 50.
    Bonner, J. C., Wei, T. S., Hart, H. R., Jr., Interrante, L. V., Jacobs, I. S., Kasper, J. S., Watkins, G. D., and Blôte, H. W. J., J. Appl. Phys. 49, 1321 (1978).CrossRefGoogle Scholar
  52. 51.
    Kasper, J. S., and Moncton, D. E., Phys. Rev. B 20, 2341 (1979).CrossRefGoogle Scholar
  53. 52.
    Moncton, D. E., Birgeneau, R. J., Interrante, L. V., and Wudl, F., Phys. Rev. Lett. 39, 507 (1977).CrossRefGoogle Scholar
  54. 53.
    Ehrenfreund, E., and Smith, L. S., Phys. Rev. B 16, 1870 (1977).CrossRefGoogle Scholar
  55. 54.
    Smith, L. S., Ehrenfreund, E., Heeger, A. J., Interrante, L. V., Bray, J. W., Hart, H. R., Jr., and Jacobs, I. S., Solid State Commun. 19, 377 (1976).CrossRefGoogle Scholar
  56. 55.
    Wei, T. S., Heeger, A. J., Salamon, M. B., and Delker, G. E., Solid State Commun. 21, 595 (1977).CrossRefGoogle Scholar
  57. 56.
    Geiger, W. E., Jr., and Maki, A. H., J. Phys. Chem. 75, 2387 (1971).CrossRefGoogle Scholar
  58. 57.
    Singhabhandhu, A., Robinson, P. D., Fang, J. H., and Geiger, W. E., Jr., Inorg. Chem. 14, 318 (1975).CrossRefGoogle Scholar
  59. 58.
    Vu Dong, Endres, H., Keller, H. J., Moroni, W., and Nöthe, D., Acta Crystallogr. B33, 2428 (1977).Google Scholar
  60. 59.
    Endres, H., Keller, H. J.; Moroni, W., and Nöthe, D., Acta Crystallogr. B35, 353 (1979).Google Scholar
  61. 60.
    Rundle, R. E., J. Am. Chem. Soc, 76, 3101 (1954).CrossRefGoogle Scholar
  62. 61.
    Yamada, S., and Tsuchida, R., Bull. Chem. Soc. Jpn. 30, 715 (1957).CrossRefGoogle Scholar
  63. 62.
    Hara, Y., Shirotani, I., and Onodera, A., Solid State Commun. 19, 171 (1976).CrossRefGoogle Scholar
  64. 63.
    Wing, R. M., and Schlupp, R. L., Inorg. Chem. 9, 471 (1970).CrossRefGoogle Scholar
  65. 64.
    Jacobs, I. S., Interrante, L. V., and Hart, H. R., Jr., A.I.P. Conf. Proc. 24, 355 (1975).Google Scholar
  66. 65.
    Herbstein, F. H., Perspect. Struct. Chem. 4, 166 (1971).Google Scholar
  67. 66.
    Chappell, J. S., Bloch, A. N., Bryden, W. A., Maxfield, M., Poehler, T. O., and Cowan, D. O., J. Am. Chem. Soc. 103, 2442 (1981).CrossRefGoogle Scholar
  68. 67.
    Reis, A. H., Jr., Preston, L. D., Williams, J. M., Peterson, S. W., Candela, G. A., Swartzendruber, L. J., and Miller, J. S., J. Am. Chem. Soc. 101, 2756 (1979).CrossRefGoogle Scholar
  69. 68.
    Mayoh, B., and Prout, C. K., J. Chem. Soc. Faraday Trans. 2, 1072 (1972).Google Scholar
  70. 69.
    Mazumdar, S., and Soos, Z. G., Synth. Met. 1, 77 (1979/1980).CrossRefGoogle Scholar
  71. 70.
    Soos, Z. G., and Mazumdar, S., Phys. Rev. B 18, 1991 (1978).CrossRefGoogle Scholar
  72. 71.
    Bonner, J. C., and Fisher, M. E., Phys. Rev. 135, A640 (1964).CrossRefGoogle Scholar
  73. 72.
    McConnell, H. M., and Lynden-Bell, R., J. Chem. Phys. 36, 2393 (1962).CrossRefGoogle Scholar
  74. 73.
    Chestnut, D. B., J. Chem. Phys. 45, 4677 (1966).CrossRefGoogle Scholar
  75. 74.
    Pincus, P., Solid State Commun. 9, 1971 (1971).CrossRefGoogle Scholar
  76. 75.
    Beni, G., and Pincus, P., J. Chem. Phys., 57, 3531 (1972).CrossRefGoogle Scholar
  77. 76.
    Beni, G., J. Chem. Phys. 58, 3200 (1973).CrossRefGoogle Scholar
  78. 77.
    Dubois, J. Y., and Carton, J. P., J. Phys. (Paris) 35, 371 (1974).CrossRefGoogle Scholar
  79. 78.
    Luther, A., and Peschel, I., Phys. Rev. B 12, 3908 (1975).CrossRefGoogle Scholar
  80. 79.
    Pytte, E., Phys. Rev. B 10, 4637 (1974).CrossRefGoogle Scholar
  81. 80.
    Yamada, S., Bull. Chem. Soc. Jpn. 24, 125 (1951).CrossRefGoogle Scholar
  82. 81.
    Eisenberg, R., Prog. Inorg. Chem. 12, 295 (1970).CrossRefGoogle Scholar
  83. 82.
    Gray, H. B., Trans. Met. Chem. 1, 239 (1965).Google Scholar
  84. 83.
    Livingstone, S. E., Q. Rev. Chem. Soc. 19, 386 (1965).CrossRefGoogle Scholar
  85. 84.
    McCleverty, J. A., Prog. Inorg. Chem. 10, 49 (1968).CrossRefGoogle Scholar
  86. 85.
    Hove, M. J., Hoffman, B. M., and Ibers, J. A., J. Chem. Phys. 56, 3490 (1972).CrossRefGoogle Scholar
  87. 86.
    Endres, H., Keller, H. J., Moroni, W., Nöthe, D., and Vu Dong, Acta Crystallogr. B34, 1823 (1978).Google Scholar
  88. 87.
    Kasper, J. S., Interrante, L. V., and Secaur, C. A., J. Am. Chem. Soc. 97, 890 (1975).CrossRefGoogle Scholar
  89. 88.
    Interrante, L. V., Browall, K. W., Hart, H. R., Jr., Jacobs, L S., Watkins, G. D., and Wee, S. H., J. Am. Chem. Soc. 97, 889 (1975).CrossRefGoogle Scholar
  90. 89.
    Interrante, L. V., Bray, J. W., Hart, H. R., Jr., Kasper, J. S., Piacente, P. A., and Watkins, G. D., J. Am. Chem. Soc. 99, 3523 (1977).CrossRefGoogle Scholar
  91. 90.
    Interrante, L. V., Bray, J. W., Hart, H. R., Jr., Kasper, J. S., Piacente, P. A., and Watkins, G. D., in Synthesis and Properties of Low-Dimensional Materials, Ann. N.Y. Acad. Sci. 313 (1978), pp. 407–416.Google Scholar
  92. 91.
    Bray, J. W., Hart, H. R., Jr., Interrante, L. V., Jacobs, I. S., Kasper, J. S., Piacente, P. A., and Watkins, G. D., Phys. Rev. B 16, 1359 (1977).CrossRefGoogle Scholar
  93. 92.
    Forrester, J. D., Zalkin, A., and Templeton, D. H., Inorg. Chem. 3, 1507 (1964).CrossRefGoogle Scholar
  94. 93.
    Davison, A., Edelstein, N., Holm, R. H., and Maki, A. H., Inorg. Chem. 2, 1227 (1963).CrossRefGoogle Scholar
  95. 94.
    Maki, A. H., Edelstein, N., Davison, A., and Holm, R. H., J. Am. Chem. Soc. 86, 4580 (1964).CrossRefGoogle Scholar
  96. 95.
    Schmitt, R. D., and Maki, A. H., J. A. Chem. Soc. 90, 2288 (1968).CrossRefGoogle Scholar
  97. 96.
    Hamilton, W. C., and Bernai, L., Inorg. Chem. 6, 2003 (1967).CrossRefGoogle Scholar
  98. 97.
    Weiher, J. F., Melby, L. R., and Benson, R. E., J. Am. Chem. Soc. 86, 4329 (1964).CrossRefGoogle Scholar
  99. 98.
    Williams, R., Billig, E., Waters, J. H., and Gray, H. B., J. Am. Chem. Soc. 88, 43 (1966).CrossRefGoogle Scholar
  100. 99.
    Kobayashi, A., and Yukiyoshi, S., Bull. Chem. Soc. Jpn. 50, 2650 (1977).CrossRefGoogle Scholar
  101. 100.
    Perez-Albuerne, N. A., Isett, L. C., and Haller, R. K., J. Chem. Soc. Chem. Commun., 417 (1977).Google Scholar
  102. 101.
    Davison, A., Edelstein, N., Holm, R. H., and Maki, A. H., J. Am. Chem. Soc. 85, 2029 (1963).CrossRefGoogle Scholar
  103. 102.
    Fritchie, C. J., Jr., Acta Crystallogr. 20, 107 (1966).CrossRefGoogle Scholar
  104. 103.
    Baker-Hawkes, M. J., Billig., E., and Gray, H. B., J. Am. Chem. Soc. 88, 4870 (1966).CrossRefGoogle Scholar
  105. 104.
    Baker-Hawkes, M. J., Dori, Z., Eisenberg, R., and Gray, H. B., J. Am. Chem. Soc. 90, 4253 (1968).CrossRefGoogle Scholar
  106. 105.
    Enemark, J. H., and Ibers, J. A., Inorg. Chem. 7, 2636 (1968).CrossRefGoogle Scholar
  107. 106.
    Lauher, J. W., and Ibers, J. A., Inorg. Chem. 14, 640 (1975).CrossRefGoogle Scholar
  108. 107.
    Cassoux, P., Interrante, L., and Kasper, J., Mol. Cryst. Liq. Cryst. 81, 293 (1982).CrossRefGoogle Scholar
  109. 108.
    Bekaroglu, Ö., El Sharif, M., Endres, H., and Keller, H. J., Acta Crystallogr. B32, 2983 (1976).Google Scholar
  110. 109.
    Beurskens, P. T., Blaauw, H. J. A., Cras, J. A., and Steggerda, J. J., Inorg. Chem. 7, 805 (1968).CrossRefGoogle Scholar
  111. 110.
    Beurskens, P. T., Cras, J. A., and van der Linden, J. G. M., Inorg. Chem. 9, 475 (1970).CrossRefGoogle Scholar
  112. 111.
    Alcácer, L., and Maki, A. H., J. Phys. Chem. 78, 215 (1974).CrossRefGoogle Scholar
  113. 112.
    Alcácer, L., and Maki, A. H., J. Phys. Chem. 80, 1912 (1976).CrossRefGoogle Scholar
  114. 113.
    Alcácer, L., Novais, H., and Pedroso, F., in Molecular Metals, W. E. Hatfield, Ed., Plenum Press, New York (1979), pp. 415–418.Google Scholar
  115. 114.
    Plumlee, K. W., Hoffman, B. M., Ibers, J. A., and Soos, Z. G., J. Chem. Phys. 63, 1926 (1975).CrossRefGoogle Scholar
  116. 115.
    Plumlee, K. W., Ph.D. thesis, Northwestern University, 1975.Google Scholar
  117. 116.
    Plumlee, K. W., Hoffman, B. M., Ratajack, M. T., and Kannewurf, C. R., Solid State Commun. 15, 1651 (1974).CrossRefGoogle Scholar
  118. 117.
    Davison, A., Howe, D. V., and Shawl, E. T., Inorg. Chem. 6, 458 (1967).CrossRefGoogle Scholar
  119. 118.
    Hoffman, B. M., unpublished results.Google Scholar
  120. 119.
    Senftleber, F. C., and Geiger, W. E., Jr., Inorg. Chem. 17, 3615 (1978).CrossRefGoogle Scholar
  121. 120.
    Underhill, A. E., and Ahmad, M. M., J. Chem. Soc. Chem. Commun., 67 (1981).Google Scholar
  122. 121.
    Underhill, A. E., and Ahmad, M. M., Mol. Cryst. Liq. Cryst. 81, 223 (1982).CrossRefGoogle Scholar
  123. 122.
    Petersen, J. L., Schramm, C. J., Stojakovic, D. R., Hoffman, B. M., and Marks, T. J., J. Am. Chem. Soc. 99, 286 (1977).CrossRefGoogle Scholar
  124. 123.
    Hoffman, B. M., Phillips, T. E., Schramm, C. J., and Wright, S. K., in Molecular Metals, W. E. Hatfield, Ed., Plenum Press, New York (1979), pp. 393–398.Google Scholar
  125. 124.
    Phillips, T. E., and Hoffman, B. M., J. Am. Chem. Soc. 99, 7734 (1977).CrossRefGoogle Scholar
  126. 125.
    Phillips, T. E., Scaringe, R. P., Hoffman, B. M., and Ibers, J. A., J. Am. Chem. Soc. 102, 3435 (1980).CrossRefGoogle Scholar
  127. 126.
    Hoffman, B. M., Phillips, T. E., and Soos, Z. G., Solid State Commun. 33, 51 (1980).CrossRefGoogle Scholar
  128. 127.
    Schramm, C. J., Ph.D. thesis, Northwestern University, 1979.Google Scholar
  129. 128.
    Euler, W. B., Martinsen, J., Pace, L. J., Hoffman, B. M., and Ibers, J. A., Mol. Cryst. Liq. Cryst. 81, 231 (1982).CrossRefGoogle Scholar
  130. 129.
    Nohr, R. S., Kuznesof, P. M., Wynne, K. J., Kenney, M. E., and Siebenman, P. G., J. Am. Chem. Soc. 103, 4371 (1981).CrossRefGoogle Scholar
  131. 130.
    Wynne, K., and Nohr, R. S., Mol. Cryst. Liq. Cryst. 81, 243 (1982).CrossRefGoogle Scholar
  132. 131.
    Martinsen, J., Schramm, C. J., Euler, W. B., Pace, L. J., Hoffman, B. M., and Ibers, J. A., manuscript in preparation.Google Scholar
  133. 132.
    Martinsen, J., Pace, L. J., Phillips, T. E., Hoffman, B. M., and Ibers, J. A., J. Am. Chem. Soc. 104, 83 (1982).CrossRefGoogle Scholar
  134. 133.
    Euler, W. B., Martinsen, J., Pace, L. J., Hoffman, B. M., and Ibers, J. A., manuscript in preparation.Google Scholar
  135. 134.
    Wright, S. K., Schramm, C. J., Phillips, T. E., Scholler, D. M., and Hoffman, B. M., Synth. Met. 1, 43 (1979/1980).CrossRefGoogle Scholar
  136. 135.
    Pace, L. J., Martinsen, J., Ulman, A., Hoffman, B. M., and Ibers, J. A., manuscript in preparation.Google Scholar
  137. 136.
    Schoch, K. F., Jr., Kundalkar, B. R., and Marks, T. J., J. Am. Chem. Soc. 101, 7071 (1979).CrossRefGoogle Scholar
  138. 137.
    Schneider, O., Metz, J., and Hanack, M., Mol. Cryst. Liq. Cryst. 81, 273 (1982).CrossRefGoogle Scholar
  139. 138.
    Hanack, M., Mitulla, K., Pawlowski, G., and Subramanian, L. R., J. Organomet. Chem. 204, 315 (1981).CrossRefGoogle Scholar
  140. 139.
    Smith, K. M., Ed., Porphyrins and Metalloporphyrins, American Elsevier, New York (1975).Google Scholar
  141. 140.
    Dolphin, D., Ed., The Porphyrins, Academic Press, New York (1978).Google Scholar
  142. 141.
    Lever, A. B. P., Adv. Inorg. Chem. Radiochem. 7, 27 (1965).CrossRefGoogle Scholar
  143. 142.
    Jackson, A. H., The Porphyrins, Vol. I., Academic Press, New York (1978), pp. 365–386.Google Scholar
  144. 143.
    Ulman, A., Gallucci, J., Fisher, D., and Ibers, J. A., J. Am. Chem. Soc. 102, 6852 (1980).CrossRefGoogle Scholar
  145. 144.
    Schramm, C. J., and Hoffman, B. M., Inorg. Chem. 19, 383 (1980).CrossRefGoogle Scholar
  146. 145.
    Called, M., Ferraris, G., and Viterbo, D., Inorg. Chim. Acta 1, 297 (1967).CrossRefGoogle Scholar
  147. 146.
    Called, M., Ferraris, G., and Viterbo, D., Acta Crystallogr. 22, 468 (1967).CrossRefGoogle Scholar
  148. 147.
    Murmann, R. K., and Schlemper, E. O., Acta Crystallogr. 23, 667 (1967).CrossRefGoogle Scholar
  149. 148.
    Ferraris, G., and Viterbo, D., Acta Crystallogr. B25, 2066 (1969).Google Scholar
  150. 149.
    Godycki, L. E., and Rundle, R. E., Acta Crystallogr. 6, 487 (1953).CrossRefGoogle Scholar
  151. 150.
    Williams, D. E., Wohlauer, G., and Rundle, R. E., J. Am. Chem. Soc. 81, 755 (1959).CrossRefGoogle Scholar
  152. 151.
    Gomm, P. S., Thomas, T. W., and Underhill, A. E., J. Chem. Soc. A, 2154 (1971).Google Scholar
  153. 152.
    Bowers, R. H., Banks, C. V., and Jacobson, R. A., Acta Crystallogr. B28, 2318 (1972).Google Scholar
  154. 153.
    Frasson E., and Panattoni, C., Acta Crystallogr. 13, 893 (1960).CrossRefGoogle Scholar
  155. 154.
    Frasson, E., Panattoni, C., and Zannetti, R., Acta Crystallogr. 12, 1027 (1959).CrossRefGoogle Scholar
  156. 155.
    Endres, H., Keller, H. J., van de Sand, H., and Vu Dong, Z., Naturforsch. 33b, 843 (1978).Google Scholar
  157. 156.
    Leichert, I., and Weiss, J., Acta Crystallogr. B31, 2877 (1975).Google Scholar
  158. 157.
    Brill, J. W., Mégnamisi-Bélombé, M., and Novotny, M., J. Chem. Phys. 68, 585 (1978).CrossRefGoogle Scholar
  159. 158.
    Leichert, I., and Weiss, J., Acta Crystallogr. B31, 2709 (1975).Google Scholar
  160. 159.
    Endres, H., Mégnamisi-Bélombé, M., Little, W. A., and Wolfe, C. R., Acta Crystallogr. B35, 169 (1979).Google Scholar
  161. 160.
    Mégnamisi-Bélombé, M., J. Solid State Chem. 27, 389 (1979).CrossRefGoogle Scholar
  162. 161.
    Mégnamisi-Bélombé, M., J. Solid State Chem. 22, 151 (1977).CrossRefGoogle Scholar
  163. 162.
    Brown, L. D., Kalina, D. W., McClure, M. S., Schultz, S., Ruby, S. L., Ibers, J. A., Kannewurf, C. R., and Marks, T. J., J. Am. Chem. Soc. 101, 2937 (1979).CrossRefGoogle Scholar
  164. 163.
    Endres, H., Keller, H. J., Moroni, W., and Weiss, J., Acta Crystallogr. B31, 2357 (1975).Google Scholar
  165. 164.
    Endres, H., Keller, H. J., Mégnamisi-Bélombé, M., Moroni, W., Pritzkow, H., Weiss, J., and Cornés, R., Acta Crystallogr. A32, 954 (1976).Google Scholar
  166. 165.
    Endres, H., Mégnamisi-Bélombé, M., Keller, H. J., and Weiss, J., Acta Crystallogr. B32, 457 (1976).Google Scholar
  167. 166.
    Pritzkow, H., Z. Naturforsch. 31b, 401 (1976).Google Scholar
  168. 167.
    Foust, A. S., and Soderberg, R. H., J. Am. Chem. Soc. 89, 5507 (1967).CrossRefGoogle Scholar
  169. 168.
    Endres, H., Keller, H. J., Lehmann, R., and Weiss, J., Acta Crystallogr. B32, 627 (1976).Google Scholar
  170. 169.
    Kalina, D. W., Lyding, J. W., Ratajack, M. T., Kannewurf, C. R., and Marks, T. J., J. Am. Chem. Soc. 102, 7854 (1980).CrossRefGoogle Scholar
  171. 170.
    Underhill, A. E., Watkins, D. M., and Pethig, R., Inorg. Nucl. Chem. Lett. 9, 1269 (1973).CrossRefGoogle Scholar
  172. 171.
    Edelman, L. E., J. Am. Chem. Soc. 72, 5765 (1950).CrossRefGoogle Scholar
  173. 172.
    Lin, L.-S., Marks, T. J., Kannewurf, C. R., Lyding, J. W., McClure, M. S., Ratajack, M. T., and Whang, T.-C., J. Chem. Soc. Chem. Commun., 954 (1980).Google Scholar
  174. 173.
    Wuu, Y.-M., and Peng, S.-M., J. Inorg. Nucl. Chem. 42, 205 (1980).CrossRefGoogle Scholar
  175. 174.
    Wuu, Y.-M., Peng, S.-M., and Chang, H., J. Inorg. Nucl. Chem. 42, 839 (1980).CrossRefGoogle Scholar
  176. 175.
    Hatfield, W. E., private communication.Google Scholar
  177. 176.
    Scaringe, R. P., and Ibers, J. A., Acta Crystallogr. A35, 803 (1979).Google Scholar
  178. 177.
    Teitelbaum, R. C., Ruby, S. L., and Marks, T. J., J. Am. Chem. Soc. 100, 3215 (1978).CrossRefGoogle Scholar
  179. 178.
    Teitelbaum, R. C., Ruby, S. L., and Marks, T. J., J. Am. Chem. Soc. 102, 3322 (1980).CrossRefGoogle Scholar
  180. 179.
    Mertes, K. B., and Ferraro, J. R., J. Chem. Phys. 70, 646 (1979).CrossRefGoogle Scholar
  181. 180.
    Jircitano, A. J., Timken, M. D., Mertes, K. B., and Ferraro, J. P., J. Am. Chem. Soc. 101, 7661 (1979).CrossRefGoogle Scholar
  182. 181.
    Jircitano, A. J., Colton, M. C., and Mertes, K. B., Inorg. Chem. 20, 890 (1981).CrossRefGoogle Scholar
  183. 182.
    Wolberg, A., and Manassen, J., J. Am. Chem. Soc. 92, 2982 (1970).CrossRefGoogle Scholar
  184. 183.
    Lever, A. B. P., and Wiltshire, J. P., Can. J. Chem. 54, 2514 (1976).CrossRefGoogle Scholar
  185. 184.
    Dolphin, D., Ed., The Porphyrins, Vol. V., Academic Press, New York (1978).Google Scholar
  186. 185.
    Bobrovskii, A. P., and Sidorov, A. N., J. Struct. Chem. (Engl. Transi.) 17, 50 (1976).CrossRefGoogle Scholar
  187. 186.
    Tomkiewicz Y., Taranko, A. R., and Torrance, J. B., Phys. Rev. Lett. 36, 751 (1976).CrossRefGoogle Scholar
  188. 187.
    Mégnamisi-Bélombé, M., Z. Anorg. Allg. Chem. 473, 196 (1981).CrossRefGoogle Scholar
  189. 188.
    Kübel, F., and Strähle, J., Z. Naturforsch. 36b, 441 (1981).Google Scholar
  190. 189.
    Endres, H., Keller, H. J., Lehmann, R., Poveda, A., Rupp, H. H., and van de Sand, H., Z. Naturforsch. 32b, 516 (1977).Google Scholar
  191. 190.
    Egneus, B., Anal Chim. Acta 48, 291 (1969).CrossRefGoogle Scholar
  192. 191.
    Mehne, L. F., and Wayland, B. B., Inorg. Chem. 14, 881 (1975).CrossRefGoogle Scholar
  193. 192.
    Reddy, J. W., Knox, K., and Robin, M. B., J. Chem. Phys. 40, 1082 (1964).CrossRefGoogle Scholar
  194. 193.
    Miller, J. S., Inorg. Chem. 16, 957 (1977).CrossRefGoogle Scholar
  195. 194.
    Cullen, D. L., and Meyer, E. F., Jr., J. Am. Chem. Soc, 96, 2095 (1974).CrossRefGoogle Scholar
  196. 195.
    Meyer, E. F., Jr., Acta Crystallogr. B28, 2162 (1972).Google Scholar
  197. 196.
    Robertson, J. M., and Woodward, I., J. Chem. Soc, 219 (1937).Google Scholar
  198. 197.
    Mason, R., Williams, G. A., and Fielding, P. E., J. Chem. Soc. Dalton Trans., 676 (1979).Google Scholar
  199. 198.
    Robertson, J. M., J. Chem. Soc, 1195 (1936).Google Scholar
  200. 199.
    Scheldt, W. R., and Dow, W., J. Am. Chem. Soc. 99, 1101 (1977).CrossRefGoogle Scholar
  201. 200.
    Brown, C. J., J. Chem. Soc. A, 2488 (1968).Google Scholar
  202. 201.
    Robertson, J. M., and Woodward, I., J. Chem. Soc, 36 (1940).Google Scholar
  203. 202.
    Brown, C. J., J. Chem. Soc. A, 2494 (1968).Google Scholar
  204. 203.
    Ukei, K., Acta Crystallogr. B29, 2290 (1973).Google Scholar
  205. 204.
    Gouterman, M., in The Porphyrins, Vol. III., D. Dolphin, Ed., Academic Press, New York (1978), pp. 1–165.Google Scholar
  206. 205.
    Euler, W. B., and Hoffman, B. M., manuscript in preparation.Google Scholar
  207. 206.
    Hoard, J. L., in Porphyrins and Metalloporphyrins, K. M. Smith, Ed., American Elsevier, New York (1978), pp. 321–327.Google Scholar
  208. 207.
    Hilti, B., and Mayer, C. W., Helv. Chim. Acta 61, 501 (1978).CrossRefGoogle Scholar
  209. 208.
    Bloch, A. N., Cowan, D. O., Beckgaard, K., Pyle, R. E., Banks, R. H., and Poehler, T. O., Phys. Rev. Lett. 34, 1561 (1975).CrossRefGoogle Scholar
  210. 209.
    Thomas, G. A., Schafer, D. E., Wudl, F., Horn, P. M., Rimai, D., Cook, J. W., Glocker, D. A., Skove, M. J., Chu, C. W., Groff, R. P., Gillson, J. L., Wheland, R. C., Melby, L. R., Salamon, M. B., Craven, R. A., De Pasquali, G., Bloch, A. N., Cowan, D. O., Walatka, V. V., Pyle, R. E., Gemmer, R., Poehler, T. O., Johnson, G. R., Miles, M. G., Wilson, J. D., Ferraris, J. P., Finnegan, T. F., Warmack, R. J., Raaen, V. F., and Jerome, D., Phys. Rev. B 13, 5105 (1976).CrossRefGoogle Scholar
  211. 210.
    Esposito, J. N., Sutton, L. E., and Kenney, M. E., Inorg. Chem. 6, 1116 (1967).CrossRefGoogle Scholar
  212. 211.
    Meyer, G., Hartmann, M., Wöhrle, D., Makromol. Chem., 176, 1919 (1975).CrossRefGoogle Scholar
  213. 212.
    Delhaes, P., Coulon, C., Amiell, J., Flandrois, S., Toreilles, E., Fabre, J. M., and Giral, L., Mol. Cryst. Liq. Cryst. 50, 43 (1979).CrossRefGoogle Scholar
  214. 213.
    Batail, P., La Placa, S. J., Mayerle, J. J., and Torrance, J. B., J. Am. Chem. Soc. 103, 951 (1981).CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1983

Authors and Affiliations

  • Brian M. Hoffman
    • 1
  • Jens Martinsen
    • 1
  • Laurel J. Pace
    • 1
  • James A. Ibers
    • 1
  1. 1.Department of Chemistry and Materials Research CenterNorthwestern UniversityEvanstonUSA

Personalised recommendations