Skip to main content
SpringerLink
Log in

Porphyrin-ethynyl arrays: Synthesis, design, and application

  • Review
  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The review discusses various models of multiporphyrin arrays with ethyne, diyne, and E- and Z-enediyne linkers. The concept implying multivalence of such systems is considered. Porphyrin-ethynyl arrays are nanosize structures that are promising from the viewpoint of their application in up-to-date fields of medicine and technics, including design of biocomputers.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Yong, J.K. and Moore, J.S., Modern Acetylene Chemistry, Stang, P.J. and Diederich, F., Eds., Weinheim: VCH, 1995, p. 415.

    Chapter  Google Scholar 

  2. Kashiwagi, Y., Chiba, S., Ikezoe, H., and Anzai, J-I., Synlett, 2004, vol. 2, no. 14, p. 2513.

    Article  CAS  Google Scholar 

  3. Welti, R. and Diederich, F., Helv. Chim. Acta, 2003, vol. 86, no. 2, p. 494.

    Article  CAS  Google Scholar 

  4. Kohgo, S., Yamada, K., Kitano, K., Iwai, Y., Sakata, S., Ashida, N., Hayakawa, H., Nameki, D., Kodama, E., Matsuoka, M., Mitsuya, H., and Ohrui, H., Nucleosides, Nucleotides Nucl. Acids, 2004, vol. 23, p. 671.

    Article  CAS  Google Scholar 

  5. Abreu, A.S., Ferreira, P.M.T., Queiroz, M.-J., Gatto, E., and Venanzi, M., Eur. J. Org. Chem., 2004, no. 19, p. 3985.

  6. Schmittel, M. and Kishore, R.S.K., Org. Lett., 2004, vol. 6, no. 12, p. 1923.

    Article  CAS  Google Scholar 

  7. Kato, A., Sugiura, K., Miyasaka, H., Tanaka, H., Kawai, T., Sigimoto, M., and Yamashita, M., Chem. Lett., 2004, vol. 33, no. 5, p. 578.

    Article  CAS  Google Scholar 

  8. Wang, C., Batsanov, A.S., Bryce, M.R., and Sage, I., Org. Lett., 2004, vol. 6, no. 13, p. 2181.

    Article  CAS  Google Scholar 

  9. Nierengarten, J.-F., Gu, T., Hadziioannou, G., Tsamouras, D., and Krasnikov, V., Helv. Chim. Acta, 2004, vol. 87, no. 11, p. 2948.

    Article  CAS  Google Scholar 

  10. Maretina, I.A. and Trofimov, B.A., Usp. Khim., 2006, vol. 75, no. 9, p. 913; Russ. Chem. Rev., 2006, vol. 75, no. 9, p. 825.

    Google Scholar 

  11. Vollmer, M.S., Wurthner, F., Effenberger, F., Emele, P., Meyer, D.U., Stumpfig, T., Port, H., and Wolf, H.C., Chem. Eur. J., 1998, vol. 4, no. 2, p. 260.

    Article  CAS  Google Scholar 

  12. Osuka, A. and Shimidzu, H., Angew. Chem., Int. Ed. Engl., 1997, vol. 36, nos. 1–2, p. 135.

    Article  CAS  Google Scholar 

  13. Burrell, A.K., Officer, D.L., Plieger, P.G., and Reid, D.C.W., Chem. Rev., 2001, vol. 101, no. 9, p. 2751.

    Article  CAS  Google Scholar 

  14. Linton, B. and Hamilton, A.D., Chem. Rev., 1997, vol. 97, no. 5, p. 1669.

    Article  CAS  Google Scholar 

  15. Fujita, M., Chem. Soc. Rev., 1998, vol. 27, no. 6, p. 417.

    Article  CAS  Google Scholar 

  16. Albrecht, M., Chem. Soc. Rev., 1998, vol. 27, no. 4, p. 281.

    Article  CAS  Google Scholar 

  17. Jones, C.J., Chem. Soc. Rev., 1998, vol. 27, no. 4, p. 289.

    Article  CAS  Google Scholar 

  18. MacGillivray, L.R. and Atwood, J.L., Angew. Chem., Int. Ed., 1999, vol. 38, no. 8, p. 1018.

    Article  CAS  Google Scholar 

  19. Caulder, D.L. and Raymond, K.N., Acc. Chem. Res., 1999, vol. 32, no. 11, p. 975.

    Article  CAS  Google Scholar 

  20. Leininger, S., Olenyuk, B., and Stang, P.G., Chem. Rev., 2000, vol. 100, no. 3, p. 853.

    Article  CAS  Google Scholar 

  21. Ng, D.K.P. and Jiang, J., Chem. Soc. Rev., 1997, vol. 26, no. 6, p. 433.

    Article  CAS  Google Scholar 

  22. Yin, L. and Liebscher, J., Chem. Rev., 2007, vol. 107, no. 1, p. 133.

    Article  CAS  Google Scholar 

  23. Vicente, M.G.H., Jaquinod, L., and Smith, K.M., Chem. Commun., 1999, no. 18, p. 1771.

  24. Arnold, D.P., Synlett, 2000, no. 3, p. 296.

  25. Shinmori, H. and Osuka, A., J. Synth. Org. Chem. Jpn., 1999, vol. 57, no. 9, p. 749.

    CAS  Google Scholar 

  26. Smith, K.M., The Porphyrin Handbook, Kadish, K.M., Smith, K.M., and Guilard, R., Eds., San Diego: Academic, 2000, vol. 1, p. 1.

    Google Scholar 

  27. Smith, K.M., J. Porphyrins Phthalocyanines, 2000, vol. 4, no. 4, p. 319.

    Article  CAS  Google Scholar 

  28. Graca, H., Vicente, M., and Smith, K.M., Curr. Org. Chem., 2000, vol. 4, no. 2, p. 139.

    Article  Google Scholar 

  29. Shanmugathasan, S., Edwards, C., and Boyle, R.W., Tetrahedron, 2000, vol. 56, no. 8, p. 1025.

    Article  CAS  Google Scholar 

  30. Lindsey, J.S., The Porphyrin Handbook, Kadish, K.M., Smith, K.M., and Guilard, R., Eds., San Diego: Academic, 2000, vol. 1, p. 45.

    Google Scholar 

  31. Paine, Y.B., III, The Porphyrins, Dolphin, D., Ed., New York: Academic, 1978, vol. 1, p. 101.

    Google Scholar 

  32. Rao, P.D., Dhanalekshmi, S., Littler, B.J., and Lindsey, J.S., J. Org. Chem., 2000, vol. 65, no. 22, p. 7323.

    Article  CAS  Google Scholar 

  33. Felber, B., Calle, C., Seiler, P., Schweiger, A., and Diederich, F., Org. Biomol. Chem., 2003, vol. 1, no. 7, p. 1090.

    Article  CAS  Google Scholar 

  34. Kubo, Y., Murai, Y., Yamanaka, J.-i., Tokita, S., and Ishimaru, Y., Tetrahedron Lett., 1999, vol. 40, no. 33, p. 6019.

    Article  CAS  Google Scholar 

  35. Pognon, G., Boudon, C., Schenk, K.J., Bonin, M., Bach, B., and Weiss, J., J. Am. Chem. Soc., 2006, vol. 128, no. 11, p. 3488.

    Article  CAS  Google Scholar 

  36. Brettar, J., Gisselbrecht, J.-P., Gross, M., and Solladie, N., Chem. Commun., 2001, no. 8, p. 733.

  37. Flamigni, L., Talarico, A.M., Ventura, B., Rein, R., and Solladie, N., Chem. Eur. J., 2006, vol. 12, no. 3, p. 701.

    Article  CAS  Google Scholar 

  38. Arnold, D.P. and James, D.A., J. Org. Chem., 1997, vol. 62, no. 11, p. 3460.

    Article  CAS  Google Scholar 

  39. Anderson, H.L., Inorg. Chem., 1994, vol. 33, no. 5, p. 972.

    Article  CAS  Google Scholar 

  40. Anderson, H.L., Martin, S.J., and Bradley, D.D.C., Angew. Chem., Int. Ed. Engl., 1994, vol. 33, no. 9, p. 665.

    Google Scholar 

  41. Taylor, P.N., Huuskonen, J., Rumbles, G., Aplin, R.T., Williams, E., and Anderson, H.L., Chem. Commun., 1998, no. 8, p. 909.

  42. Lin, V.S.Y., Di Magno, S.G., and Therien, M.J., Science, 1994, vol. 264, no. 5162, p. 1105.

    Article  CAS  Google Scholar 

  43. Lin, V.S.Y. and Therien, M.J., Chem. Eur. J., 1995, vol. 1, no. 9, p. 645.

    Article  Google Scholar 

  44. Anderson, H.L., Anderson, S., and Sanders, J.K.M., J. Chem. Soc., Perkin Trans. 1, 1995, no. 18, p. 2231.

  45. Shanmugathasan, S., Johnson, C.K., Edwards, C., Matthews, E.K., Dolphin, D., and Boyle, R.W., J. Porphyrins Phthalocyanines, 2000, vol. 4, no. 3, p. 228.

    Article  CAS  Google Scholar 

  46. Taylor, P.N., Wylie, A.P., Huuskonen, J., and Anderson, H.L., Angew. Chem., Int. Ed., 1998, vol. 37, no. 7, p. 986.

    Article  CAS  Google Scholar 

  47. Anderson, H.L., Chem. Commun., 1999, no. 12, p. 2323.

  48. Shediac, R., Gray, M.H.B., Uyeda, H.T., Johnson, R.C., Hupp, J.T., Angiolillo, P.J., and Therien, M.J., J. Am. Chem. Soc., 2000, vol. 122, no. 29, p. 7017.

    Article  CAS  Google Scholar 

  49. Arnold, D.P., Heath, G.A, and James, D.A., J. Porphyrins Phthalocyanines, 1999, vol. 3, no. 1, p. 5.

    Article  CAS  Google Scholar 

  50. Arnold, D.P., Hartnell, R.D., Heath, G.A., Newby, L., and Webster, R.D., Chem. Commun., 2002, no. 7, p. 754.

  51. Schultz, D.A., Gwaltney, K.P., and Lee, H., J. Org. Chem., 1998, vol. 63, no. 12, p. 4034.

    Article  Google Scholar 

  52. Yamada, H., Kushibe, K., Okujima, T., Uno, H., and Ono, N., Chem. Commun., 2006, no. 4, p. 383.

  53. Jin, L.-M., Chen, L., Yin, J.J., Zhou, J.-M., Guo, C.C., and Chen, Q.-Y., J. Org. Chem., 2006, vol. 71, no. 2, p. 527.

    Article  CAS  Google Scholar 

  54. Clausen, C., Cryko, D.T., Yasseri, A.A., Diers, J.R., Bocian, D.F., Kuhr, W.G., and Lindsey, J.S.,, J. Org. Chem., 2000, vol. 65, no. 22, p. 7371.

    Article  CAS  Google Scholar 

  55. Wagner, R.W., Johnson, T.E., and Lindsey, J.S., J. Am. Chem. Soc., 1996, vol. 118, no. 45, p. 11 166.

    Article  CAS  Google Scholar 

  56. Wagner, R.W., Johnson, T.E., Li, F., and Lindsey, J.S., J. Org. Chem., 1995, vol. 60, no. 16, p. 5266.

    Article  CAS  Google Scholar 

  57. Nishino, N., Wagner, R.W., and Lindsey, J.S., J. Org. Chem., 1996, vol. 61, no. 21, p. 7534.

    Article  CAS  Google Scholar 

  58. Clausen, C., Cryko, D.T., Dabke, R.B., Dontha, N., Bocian, D.F., Kuhr, W.G., and Lindsey, J.S., J. Org. Chem., 2000, vol. 65, no. 22, p. 7363.

    Article  CAS  Google Scholar 

  59. Wagner, R.W. and Lindsey, J.S., J. Am. Chem. Soc., 1994, vol. 116, no. 21, p. 9759.

    Article  CAS  Google Scholar 

  60. Wagner, R.W., Lindsey, J.S., Seth, J., Palaniappan, V., and Bocian, D.F., J. Am. Chem. Soc., 1996, vol. 118, no. 16, p. 3996.

    Article  CAS  Google Scholar 

  61. Wagner, R.W., Seth, J., Yang, S.I., Kim, D., Bocian, D.F., Holten, D., and Lindsey, J.S., J. Org. Chem., 1998, vol. 63, no. 15, p. 5042.

    Article  CAS  Google Scholar 

  62. Prathapan, S., Johnson, T.E., and Lindsey, J.S., J. Am. Chem. Soc., 1993, vol. 115, no. 16, p. 7519.

    Article  CAS  Google Scholar 

  63. Seth, J., Palaniappan, V., Johnson, T.E., Prathapan, S., Lindsey, J.S., and Bocian, D.F., J. Am. Chem. Soc., 1994, vol. 116, no. 23, p. 10578.

    Article  CAS  Google Scholar 

  64. Kuciauskas, D., Liddell, P.A., Lin, S., Johnson, T.E., Weghorn, S.J., Lindsey, J.S., Moore, A.L., Moore, T.A., and Gust, D., J. Am. Chem. Soc., 1999, vol. 121, no. 37, p. 8604.

    Article  CAS  Google Scholar 

  65. Ljungdahl, T., Pettersson, K., Albinsson, B., and Martensson, J., J. Org. Chem., 2006, vol. 71, no. 4, p. 1677.

    Article  CAS  Google Scholar 

  66. Thamyongkit, P., Yu, L., Padmaja, K., Jiao, J., Bocian, D.F., and Lindsey, J.S., J. Org. Chem., 2006, vol. 71, no. 3, p. 1156.

    Article  CAS  Google Scholar 

  67. Ikeda, M., Takeuchi, M., Shinkai, S., Tani, F., and Naruta, Y., Bull. Chem. Soc. Jpn., 2001, vol. 74, no. 4, p. 739.

    Article  CAS  Google Scholar 

  68. Kubo, Y., Ikeda, M., Sugasaki, A., Takeuchi, M., and Shinkai, S., Tetrahedron Lett., 2001, vol. 42, no. 42, p. 7435.

    Article  CAS  Google Scholar 

  69. Wakabayashi, R., Kubo, Y., Hirata, O., Takeushi, M., and Shinkai, S., Chem. Commun., 2005, no. 46, p. 5742.

  70. Shen, Y.-J., Chen, S.-S., Lo, S.-S., Huang, T.-H., Wu, C.-C., Lee, G.-H., Peng, S.-M., and Yeh, C.-Y., Chem. Commun., 2006, no. 9, p. 1015.

  71. Morotti, T., Pizzotti, M., Ugo, R., Quici, S., Bruschi, M., Mussini, P., and Righetto, S., Eur. J. Inorg. Chem., 2006, no. 9, p. 1743.

  72. Sanders, J.K.M., The Porphyrin Handbook, Kadish, K.M., Smith, K.M., and Guilard, R., Eds., San Diego: Academic, 2000, vol. 3, p. 347.

    Google Scholar 

  73. Tong, L.H., Paseu, S.I., Jarrosson, T., and Sanders, J.K.M., Chem. Commun., 2006, no. 10, p. 1085.

  74. Biemans, H.A.M., Rowan, A.E., Verhoeven, A., Vanoppen, P., Latterini, L., Foekema, J., Schenning, A.P.H.J., Meijer, E.W., de Schryver, F.C., and Nolte, R.J.M., J. Am. Chem. Soc., 1998, vol. 120, no. 43, p. 11 054.

    Article  CAS  Google Scholar 

  75. Takase, M., Ismael, R., Murakami, R., Ikeda, M., Kim, D., Shinmori, H., Furuta, H., and Osuka, A., Tetrahedron Lett., 2002, vol. 43, no. 29, p. 5157.

    Article  CAS  Google Scholar 

  76. Mongin, O., Hoyler, N., and Gossaner, A., Eur. J. Org. Chem., 2000, no. 7, p. 1193.

  77. Kodis, G., Terazono, Y., Liddell, P.A., Andreasson, J., Garg, V., Hambourger, M., Moore, T.A., Moore, A.L., and Gust, D., J. Am. Chem. Soc., 2006, vol. 128, no. 6, p. 1818.

    Article  CAS  Google Scholar 

  78. Shen, Z., Uno, H., Shimizu, Y., and Ono, N., Org. Biomol. Chem., 2004, vol. 2, no. 23, p. 3442.

    Article  CAS  Google Scholar 

  79. Lash, T.D., J. Porphyrins Phthalocyanines, 2001, vol. 5, no. 3, p. 267.

    Article  CAS  Google Scholar 

  80. Krivokapic, A., Cowley, A.R., and Anderson, H.L., J. Org. Chem., 2003, vol. 68, no. 3, p. 1089.

    Article  CAS  Google Scholar 

  81. Moonen, N.N.P. and Diederich, F., Org. Biomol. Chem., 2004, vol. 2, no. 16, p. 2263.

    Article  CAS  Google Scholar 

  82. Grissom, J.W.., Gunavardena, U., Klingberg, D., and Huang, D., Tetrahedron, 1996, vol. 52, no. 19, p. 6453.

    Article  CAS  Google Scholar 

  83. Hynd, G.H., Jones, G.B., Plourde, G.W., II, and Wright, J.M., Tetrahedron Lett., 1999, vol. 40, no. 24, p. 4481.

    Article  CAS  Google Scholar 

  84. Wright, J.M. and Jones, G.B., Tetrahedron Lett., 1999, vol. 40, no. 43, p. 7605.

    Article  CAS  Google Scholar 

  85. Spence, J.D., Cline, E.D., Llagostera, D.M., and O’Tolle, P.S., Chem. Commun., 2004, no. 2, p. 180.

  86. Sternberg, E.D., Dolphin, D., and Bruckner, C., Tetrahedron, 1998, vol. 54, no. 17, p. 4151.

    Article  CAS  Google Scholar 

  87. Ogoshi, H., Mizutani, T., Hayashi, T., and Kuroda, Y., The Porphyrin Handbook, Kadish, K.M., Smith, K.M., and Guilard, R., Eds., San Diego: Academic, 2000, vol. 6, p. 304.

    Google Scholar 

  88. Aihara, H., Jaquinod, L., Nurco, D.J., and Smith, K.M., Angew. Chem., Int. Ed., 2001, vol. 40, no. 18, p. 3439.

    Article  CAS  Google Scholar 

  89. Nath, M., Huffman, J.C., and Zaleski, J.M., Chem. Commun., 2003, no. 7, p. 858.

  90. Nath, M., Huffman, J.C., and Zaleski, J.M., J. Am. Chem. Soc., 2003, vol. 125, no. 38, p. 11 484.

    Article  CAS  Google Scholar 

  91. Alabugin, I.V., Manoharan, M., and Kovalenko, S.V., Org. Lett., 2002, vol. 4, no. 7, p. 1119.

    Article  CAS  Google Scholar 

  92. Nath, M., Pink, M., and Zaleski, J.M., J. Am. Chem. Soc., 2005, vol. 127, no. 2, p. 478.

    Article  CAS  Google Scholar 

  93. Chandra, T., Kraft, B.J., Huffman, J.C., and Zaleski, J.M., Inorg Chem., 2003, vol. 42, no. 17, p. 5158.

    Article  CAS  Google Scholar 

  94. Fouad, F.S., Crasto, C.F., Lin, Y.Q., and Jones, G.B., Tetrahedron Lett., 2004, vol. 45, no. 41, p. 7753.

    Article  CAS  Google Scholar 

  95. Wang, J.J., Han, G.F., Yin, J.G., Wu, X.R., Zhao, Y., Gong, B.A., and Shim, Y.K., Chin. J. Chem., 2003, vol. 21, no. 6, p. 674; Index Chem., 2004, vol. 173, no. 668.

    Google Scholar 

  96. Maya, E.M., Vazquez, P., Torres, T., Gobbi, L., Diederich, F., Pyo, S., and Echegoyen, L., J. Org. Chem., 2000, vol. 65, no. 3, p. 823.

    Article  CAS  Google Scholar 

  97. Martin, R.E., Gunter, P., Bosshard, C., Gubler, U., Gramlich, V., Gross, M., Boudon, C., and Diederich, F., Chem. Eur. J., 1997, vol. 3, no. 9, p. 1505.

    Article  CAS  Google Scholar 

  98. Jokic, D., Asfari, Z., and Weiss, J., Org. Lett., 2002, vol. 4, no. 13, p. 2129.

    Article  CAS  Google Scholar 

  99. Bouamaied, I. and Stulz, E., Chimia, 2004, vol. 58, nos. 7–8, p. 515; Ref. Zh., Khim., 2005, no. 19 E 160.

    Google Scholar 

  100. Crossley, M.J. and McDonald, J.A., J. Chem. Soc., Perkin Trans. 1, 1999, no. 17, p. 2429.

  101. Ravikanth, M., Tetrahedron Lett., 2000, vol. 41, no. 19, p. 3709.

    Article  CAS  Google Scholar 

  102. Berlicka, A., Latos-Grazynski, L., and Lis, T., Angew. Chem., Int. Ed., 2005, vol. 44, no. 33, p. 5288.

    Article  CAS  Google Scholar 

  103. Aida, T. and Jiang, D.-L., The Porphyrin Handbook, Kadish, K.M., Smith, K.M., and Guilard, R., Eds., San Diego: Academic, 2000, vol. 3, p. 369.

    Google Scholar 

  104. Mulder, A., Huskens, J., and Reinhoudt, D.N., Org. Biomol. Chem., 2004, vol. 2, no. 23, p. 3409.

    Article  CAS  Google Scholar 

  105. Plater, M.J., Aiken, S., and Bourhill, G., Tetrahedron Lett., 2001, vol. 42, no. 11, p. 2225.

    Article  CAS  Google Scholar 

  106. Wilson, G.S. and Anderson, H.L., Chem. Commun., 1999, no. 16, p. 1539.

  107. Taylor, P.N. and Anderson, H.L., J. Am. Chem. Soc., 1999, vol. 121, no. 49, p. 11 538.

    Article  CAS  Google Scholar 

  108. Kim, H.-J., Bampos, N., and Sanders, J.K.M., J. Am. Chem. Soc., 1999, vol. 121, no. 35, p. 8120.

    Article  CAS  Google Scholar 

  109. Darling, S.L., Mak, C.C., Bampos, N., Feeder, N., Teat, S.J., and Sanders, J.K.M., New J. Chem., 1999, vol. 23, no. 4, p. 359.

    Article  CAS  Google Scholar 

  110. Anderson, H.L. and Sanders, J.K.M., Angew. Chem., Int. Ed. Engl., 1990, vol. 29, no. 12, p. 1400.

    Article  Google Scholar 

  111. Mackay, L.J., Wylie, R.S., and Sanders, J.K.M., J. Am. Chem. Soc., 1994, vol. 116, no. 7, p. 3141.

    Article  CAS  Google Scholar 

  112. Walter, S.Y., Anderson, H.L., and Sanders, J.K.M., Chem. Commun., 1993, no. 5, p. 458.

  113. Anderson, S., Anderson, H.L., Bashall, A., McPartlin, M., and Sanders, J.K.M., Angew. Chem., Int. Ed. Engl., 1995, vol. 34, no. 10, p. 1096.

    Article  CAS  Google Scholar 

  114. Vidal-Ferran, A., Clyde-Watson, Z., Bampos, N., and Sanders, J.K.M., J. Org. Chem., 1997, vol. 62, no. 2, p. 240.

    Article  CAS  Google Scholar 

  115. Mongin, O., Schuwey, A., Vallot, M.A., and Gossauer, A., Tetrahedron Lett., 1999, vol. 40, no. 48, p. 8347.

    Article  CAS  Google Scholar 

  116. Rucareanu, S., Schuwey, A., and Gussauer, A., J. Am. Chem. Soc., 2006, vol. 128, no. 10, p. 3396.

    Article  CAS  Google Scholar 

  117. Hajjaj, F., Yoon, Z.S., Yoon, M.-C., Park, J., Satake, A., Kim, D., and Kobuke, Y., J. Am. Chem. Soc., 2006, vol. 128, no. 14, p. 4612.

    Article  CAS  Google Scholar 

  118. Nakash, M. and Sanders, J.K.M., J. Org. Chem., 2000, vol. 65, no. 22, p. 7266.

    Article  CAS  Google Scholar 

  119. Marty, M., Clyde-Watson, Z., Twyman, L.J., Nakash, M., and Sanders, J.K.M., Chem. Commun., 1998, no. 20, p. 2265.

  120. Nakash, M., Clyde-Watson, Z., Feeder, N., Davies, J.E., Teat, S.J., and Sanders, J.K.M., J. Am. Chem. Soc., 2000, vol. 122, no. 22, p. 5286.

    Article  CAS  Google Scholar 

  121. Tarasow, T.M., Tarasow, S.L., Tu, C., Kellogg, F., and Eaton, B.E., J. Am. Chem. Soc., 1999, vol. 121, no. 15, p. 3614.

    Article  CAS  Google Scholar 

  122. Vidal-Ferran, A., Bambos, N., and Sanders, J.K.M., Inorg. Chem., 1997, vol. 36, no. 26, p. 6117.

    Article  CAS  Google Scholar 

  123. Anderson, H.L. and Sanders, J.K.M., J. Chem. Soc., Perkin Trans. 1, 1995, no. 18, p. 2223.

  124. Sanders, J.K.M., Chem. Eur. J., 1998, vol. 4, no. 8, p. 1378.

    Article  CAS  Google Scholar 

  125. Twyman, L.J. and Sanders, J.K.M., Tetrahedron Lett., 1999, vol. 40, no. 36, p. 6681.

    Article  CAS  Google Scholar 

  126. Nakash, M., Clyde-Watson, Z., Feeder, N., Teat, S.J., and Sanders, J.K.M., Chem. Eur. J., 2000, vol. 6, no. 12, p. 2112.

    Article  CAS  Google Scholar 

  127. Gryko, D.T., Clausen, C., Roth, K.M., Dontha, N., Bocian, D.F., Kuhr, W.G., and Lindsey, J.S., J. Org. Chem., 2000, vol. 65, no. 22, p. 7345.

    Article  CAS  Google Scholar 

  128. Yang, S.I., Seth, J., Strachan, J.P., Gentemann, S., Kim, D., Holten, D., Lindsey, J.S., and Bocian, D.F., J. Phorphyrins Phthalocyanines, 1999, vol. 3, no. 2, p. 117.

    Article  CAS  Google Scholar 

  129. Ishida, A., Sakata, Y., and Majima, T., Chem. Commun., 1998, no. 1, p. 57.

  130. Ishida, A., Sakata, Y., and Majima, T., Chem. Lett., 1998, vol. 27, no. 3, p. 267.

    Article  Google Scholar 

  131. Ishida, A. and Majima, T., Chem. Commun., 1999, no. 14, p. 1299.

  132. Gryko, D.T., Zhao, F., Yasseri, O.A., Roth, K.M., Bocian, D.F., Kuhr, W.G., and Lindsey, J.S., J. Org. Chem., 2000, vol. 65, no. 22, p. 7356.

    Article  CAS  Google Scholar 

  133. Gryko, D.T., Clausen, C., and Lindsey, J.S., J. Org. Chem., 1999, vol. 64, no. 33, p. 8635.

    Article  CAS  Google Scholar 

  134. Seth, J., Palaniappan, V., Wagner, R.W., Johnson, T.E., Lindsey, J.S., and Bocian, D.F., J. Am. Chem. Soc., 1996, vol. 118, no. 45, p. 11 194.

    Article  CAS  Google Scholar 

  135. Li, J., Gryko, D., Dabke, B., Diers, J.R., Bocian, D.F., Kuhr, W.G., and Lindsey, J.S., J. Org. Chem., 2000, vol. 65, no. 22, p. 7379.

    Article  CAS  Google Scholar 

  136. Hamilton, D.G., Feeder, N., Teat, S.J., Prody, L., and Sanders, J.K.M., J. Am. Chem. Soc., 1998, vol. 120, no. 5, p. 1096.

    Article  CAS  Google Scholar 

  137. Gunter, M.J. and Farquhar, S.M., Org. Biomol. Chem., 2003, vol. 1, no. 24, p. 3450.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013, Russia

    I. A. Maretina

Authors
  1. I. A. Maretina
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to I. A. Maretina.

Additional information

Original Russian Text © I.A. Maretina, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 7, pp. 1187–1224.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Maretina, I.A. Porphyrin-ethynyl arrays: Synthesis, design, and application. Russ J Gen Chem 79, 1544–1581 (2009). https://doi.org/10.1134/S107036320907024X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107036320907024X

Keywords

Search

Navigation