Abstract
Data published on the structure, preparation, and chemical reactions of homooxacalixarenes with various number of aromatic fragments and dihomooxabridges in macrocycles were analysed and summarized.
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REFERENCES
Ikeda, A. and Shinkai, S., Chem. Rev., 1997, vol. 97, p. 1713.
Bohmer, V., Angew. Chem. Int. Ed., 1995, vol. 34, p. 713.
Gutsche, C. D., Calixarenes: Monographs in Supramolecular Chemistry, Stoddart, J. F., Ed., Cambridge: The Royal Society of Chemistry, 1989, p. 224.
Gutsche, C.D., Calixarenes: Monographs in Supramolecular Chemistry, Stoddart, J. F., Ed., Cambridge: The Royal Society of Chemistry, 1989, p. 236.
Araki, K., Hashimoto, N., Otsuka, H., and Shinkai, S., J. Org. Chem., 1993, vol. 58, p. 5958.
Araki, K., Inada, K., Otsuka, H., and Shinkai, S., Tetrahedron, 1993, vol. 49, p. 9465.
Yamato, T., Zhang, F., Tsuzuki, H., and Miura, Y., Eur. J. Org. Chem., 2001, p. 1069.
Gutsche, C.D., Dhawan, B., No, K.H., and Muthukrishnan, R., J. Am. Chem. Soc., 1981, vol. 103, p. 3782.
Gutsche, C.D. and Bauer, L., J. Am. Chem. Soc., 1985, vol. 107, p. 6052.
Gutsche, C.D., Muthukrishnan, R., and No, K.H., Tetrahedron Lett., 1979, p. 2213.
Dhawan, B. and Gutsche, C.D., J. Org. Chem., 1983, vol. 48, p. 1536.
Asfari, Z. and Vicens, J., Makromol. Chem., Rapid, Commun., 1989, vol. 10, p. 177.
Sartori, G., Bigi, F., Porta, C., Maggi, R., and Peri, F., Tetrahedron, Lett., 1995, vol. 36, p. 8323.
Yamato, T., Zhang, F., and Yasumatsu, M., J. Chem. Res. (S), 1997, p. 466.
Zerr, P., Mussrabi, M., and Vicens, J., Tetrahedron Lett., 1991, vol. 32, p. 1879.
Miah, M., Romanov, N.N., and Cragg, P.J., J. Org. Chem., 2002, vol. 67, p. 3124.
Ikeda, A., Nobukuni, S., Udzu, Z., and Shinkai, S., Eur. J. Org. Chem., 2000, p. 3287.
Ikeda, A., Suzuki, Y., Yoshimura, M., and Shinkai, S., Tetrahedron, 1998, vol. 54, p. 2497.
Hampton, P.D., Bencze, Z., Tong, W., and Daitch, C.E., J. Org. Chem., 1994, vol. 59, p. 4838.
Atwood, J.L., Barbour, L.J., Nichols, P.J., Raston, C.L., and Sandoval, C.A., Chem. Eur. J., 1999, vol. 5, p. 990.
Masci, B. and Saccheo, S., Tetrahedron, 1993, vol. 49, p. 10739.
Euler, H., Angew. Chem., 1941, vol. 54, p. 458.
No, K.N., Kim, J.S., Shon, O.J., Yang, S.H., Suh, I.H., Kim, J.G., Bartsch, R.A., and Kim, J.Y., J. Org. Chem., 2001, vol. 66, p. 5976.
Hultzsch, K., Kunststoffe, 1962, vol. 52, p. 19.
De Iasi, G. and Masci, B., Tetrahedron Lett., 1993, vol. 34, p. 6635.
Masci, B., Tetrahedron, 2001, vol. 57, p. 2841.
Masci, B., J. Org. Chem., 2001, vol. 66, p. 1497.
Tsubaki, K., Otsubo, T., Tanaka, K., and Fuji, K., J. Org. Chem., 1998, vol. 63, p. 3260.
Tsubaki, K., Mukoyoshi, K., Otsubo, T., and Fuji, K., Chem. Pharm. Bull., 2000, vol. 48, p. 882.
Tsubaki, K., Morimoto, T., Otsubo, T., Kinoshita, T., and Fuji, K., J. Org. Chem., 2001, vol. 66, p. 4083.
Ashram, M., J. Org. Chem., 2001, vol. 66, p. 1473.
Komatsu, N., Tetrahedron, Lett., 2001, vol. 42, p. 1733.
Komatsu, N. and Chishiro, T., J. Chem. Soc., Perkin Trans. I, 2001, p. 1532.
Tarada, T., Rudzinski, J.M., and Shinkai, S., J. Chem. Soc., Perkin, Trans. II., 1992, p. 2109.
Iwamoto, K., Araki, K., and Shinkai, S., J. Org. Chem., 1991, vol. 56, p. 4955.
Iwamoto, K. and Shinkai, S., J. Org. Chem., 1992, vol. 57, p. 7066.
Yamato, T., Haraguchi, M., Nishikawa, J.-I., Ide, S., and Tsuzuki, H., Can. J. Chem., 1998, vol. 76, p. 989.
Ikeda, A., Yoshimura, M., Tani, F., Naruta, Y., and Shinkai, S., Chem. Lett., 1998, p. 587.
Yamato, T., Zhang, F., Sato, T., and Ide, S., J. Chem. Research (S), 2000, p. 10.
Arnaud-Neu, F., Cremin, S., Harris, S., McKervey, M.A., Schwing-Weill, M.-J., Schwinte, P., and Walker, A., J. Chem. Soc., Dalton Trans., 1997, p. 329.
Takeshita, M. and Shinkai, S., Chem. Lett., 1994, p. 125.
Ohkanda, J., Shibui, H., and Katoh, A., Chem. Commun., 1998, p. 375.
Matsumoto, H., Nishio, S., Takeshita, M., and Shinkai, S., Tetrahedron, 1995, vol. 51, p. 4647.
Ikeda, A., Hatano, T., Kawaguchi, M., Suenaga, H., and Shinkai, S., Chem. Commun., 1999, p. 1403.
Yamato, T. and Zhang, F., J. Incl. Phen. Macrocycl. Chem., 2001, vol. 39, p. 55.
Tsubaki, K., Otsubo, T., Kinoshita, T., Kawada, M., Fuji, K., Chem. Pharm. Bull., 2001, vol. 49, p. 507.
Hampton, P.D., Daitch, C.E., Eileen, E.N., New J. Chem., 1996, vol. 20, p. 427.
Dieleman, C.B., Matt, D., Neda, I., Schmutzler, R., Harriman, A., and Yaftian, R., Chem. Commun., 1999, p. 1911.
Takeshita, M., Inokuchi, F., and Shinkai, S., Tetrahedron, Lett., 1995, vol. 36, p. 3341.
Araki, K., Inada, K., and Shinkai, S., Angew. Chem. Int. Ed., 1996, vol. 35, p. 72.
Tsubaki, K., Otsubo, T., Morimoto, T., Maruoka, H., Furukawa, M., Momose, Y., Shang, M., and Fuji, K., J. Org. Chem., 2002, vol. 67, p. 8151.
Tsubaki, K., Morimoto, T., Otsubo, T., and Fuji, K., Org. Lett., 2002, vol. 4, p. 2301.
Araki, K. and Hayashida, H., Tetrahedron Lett., 2000, vol. 41, p. 1807.
Ikeda, A., Udzu, H., Zhong, Z., Shinkai, S., Sakamoto, S., and Yamaguchi, K., J. Am. Chem. Soc., 2001, vol. 123, p. 3872.
Zhong, Z., Ikeda, A., and Shinkai, S., J. Am. Chem. Soc., 1999, vol. 121, p. 11906.
Kawaguchi, M., Ikeda, A., and Shinkai, S., Tetrahedron Lett., 2001, vol. 42, p. 3725.
Marcos, P.M., Ascenso, J.R., Lamartine, R., and Pereira, J.L.C., Tetrahedron, 1997, vol. 53, p. 11791.
Felix, S., Ascenso, J.R., Lamartine, R., and Pereira, J.L.C., Tetrahedron, 1999, vol. 55, p. 8539.
Araki, K., Iwamoto, K., Shinkai, S., and Matsuda, T., Chem. Lett., 1989, p. 1747.
Stewart, D., Krawiec, M., Kashyap, R., Watson, W., and Gutsche, C.D., J. Am. Chem. Soc., 1995, vol. 117, p. 586.
Gutsche, C.D., Dhawan, B., and Levine, J., Tetrahedron, 1983, vol. 39, p. 409.
Groenen, L., van Loon, J.-D., Verboom, W., Harkema, S., Casnati, A., Ungaro, R., Pochini, A., Ugozzoli, F., and Reinhoudt, D., J. Am. Chem. Soc., 1991, vol. 113, p. 2385.
Gutsche, C.D. and Reddy, P., J. Org. Chem., 1991, vol. 56, p. 4783.
Grotenhuis, P., Kollman, P., Groenen, L., Reinhoudt, D., van, Hummel, G., Ugozzoli, F., and Andreetti, G., J. Am. Chem. Soc., 1990, vol. 112, p. 4165.
Arnaud-Neu, F., Collins, E. M., Deasy, M., Ferguson, G., Harris, S.J., Kaitner, B., Lough, A.J., McKervey, M.A., Marques, E., Ruhl, B.L., Schwing-Weill, M., and Seward, E.M., J. Am. Chem. Soc., 1989, vol. 111, p. 8681.
Ferguson, G., Kaitner, B., McKervey, M.A., and Seward, E.M., Chem. Commun., 1987, p. 584.
Arduini, A., Ghidini, E., Pochini, A., Ungaro, R., Andreeti, G.D., Calestani, G., and Ugozzoli, F., J. Incl. Phen., 1988, vol. 6, p. 119.
Marcos, P.M., Ascenso, J.R., Lamartine, R., and Pereira, J.L.C., J. Org. Chem., 1998, vol. 63, p. 69.
Marcos, P.M., Ascenso, J.R., Segurado, M.A.P., and Pereira, J.L.C., Tetrahedron, 2001, vol. 57, p. 6977.
Marcos, P.M., Ascendo, J.R., and Pereira, J.L.C., Eur. J. Org. Chem., 2002, p. 3034.
Felix, S., Ascenso, J.R., Lamartine, R., and Pereira, J.L.C., Synth. Commun., 1998, vol. 28, p. 1793.
Marcos, P.M., Felix, S., Ascenso, J.R., Santos, M.A., Segurado, M.A.P., and Pereira, J.L.C., Tetrahedron, 2002, vol. 58, p. 9223.
Arnaud-Neu, F., Cremin, S., Cunningham, D., Harris, S.J., Mc-Ardle, P., McKervey, M.A., McManus, M., Schwing-Weil, M.J., and Ziat, K., J. Incl. Phen. Mol. Recogn. Chem., 1991, vol. 10, p. 329.
Arnaud-Neu, F., Barrett, G., Harris, S.J., Owens, M., McKervey, M.A., Schwing-Weill, M.-J., and Schwinte, P., Inorg. Chem., 1993, vol. 32, p. 2644.
No, K., Lee, J.H., Yang, S.H., Yu, S.H., Cho, M.H., Kim, M.J., and Kim, J.S., J. Org. Chem., 2002, vol. 67, p. 3165.
No, K., Lee, J.H., Yang, S.H., Noh, K.H., Lee, S.W., and Kim, J.S., Tetrahedron, 2003, vol. 59, p. 2403.
Oueslati, I., Abidi, R., Asfari, Z., Vicens, J., Masci, B., Thuery, P., and Nierlich, M., J. Incl. Phen. Macrocycl. Chem., 2001, vol. 39, 353.
Calixarenes 2001, Asfari, Z., Buhmer, V., Harrowfield, J., and Vicens, Eds., J. Kluwer Academic: Dordrecht, The Netherlands, 2001.
Takeshita, M. and Shinkai, S., Bull. Chem. Soc. Jpn., 1995, p. 1088.
Shokova, E.A. and Kovalev, V.V., Zh. Org. Khim., 2003, vol. 39, p. 13.
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Shokova, E.A., Kovalev, V.V. Homooxacalixarenes: I. Structure, Synthesis, and Chemical Reactions. Russian Journal of Organic Chemistry 40, 607–643 (2004). https://doi.org/10.1023/B:RUJO.0000043707.97314.52
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DOI: https://doi.org/10.1023/B:RUJO.0000043707.97314.52