Heteroatom-bridged calixarenes

European Journal of Inorganic Chemistry

Volumn , Issue 11, 2000, Pages 2303-2310

  König, Burkhard ^a   Fonseca, Maria Hechavarria ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

Calixarenes; Crown compounds; Host guest chemistry; Macrocycles; Supramolecular chemistry

Indexed keywords

PHENOLS;

'CURRENT; CALIXARENES; CROWN COMPOUNDS; HETEROATOMS; HOSTGUEST CHEMISTRY; MACROCYCLES; PROPERTY;

SUPRAMOLECULAR CHEMISTRY;

CALIXARENE; MACROCYCLIC COMPOUND;

CHEMICAL STRUCTURE; GERMANY; INORGANIC CHEMISTRY; MOLECULAR INTERACTION; REVIEW; SYNTHESIS;

EID: 0033766193     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0682(200011)2000:11<2303::aid-ejic2303>3.0.co;2-y     Document Type: Review

References (74)

1. [1a] A. B. Smith, B. C. Miller, Chem. Ber. 1996, 729, 222-233;
2. Comprehensive Supramolecular Chemistry (Eds.: J. L. Atwood, J. E. D. Davies, D. D. Macnicol, F. Vögtle, J.-M. Lehn, G. W. Gokel), vol l, Elsevier, Oxford, UK, 1996.
3. [1b] J.-M. Lehn, Supramolecular Chemistry, VCH, Weinheim 1995.
4. [1c] F. Vögtle, Supramolekulare Chemie, Teubner, Stuttgart 1991.
5. [1d] F. Cramer (Ed.), Erkennen als geistiger und molekularer Prozeß, VCH, Weinheim 1991.
6. [1e] S. H. Gellmann (Ed.), Chem. Rev. (Molecular Recognition) 1997, 97, 1231-1734.
7. G. M. Whitesides, J. P. Mathias, C. T. Seto, Science 1991, 254, 1312-1319.
8. B. Dietrich, P. Viout, J.-M. Lehn, Macrocyclic Chemistry, VCH, Weinheim, 1993.
9. [4a] A. Baeyer, Ber. Dtsch. Chem. Ges. 1886, 19, 2184-2185. -
10. [4b] P. A. Gale, J. L. Sessler, V. Kral, Chem. Commun. 1998, 1-8.
11. C. D. Gutsche, Calixarenes, in: Monographs in Supramolecular Chemistry (Ed.: J. F. Stoddart), The Royal Society of Chemistry, Cambridge, UK, 1989.
12. V. Kral, P. A. Gale, P. Anzenbacher, K. Jursikova, V. Lynch, J. L. Sessler, Chem. Commun. 1998, 9-10.
13. F. H. Carré, R. J.-P. Corriu, T. Deforth, W. E. Douglas, W. S. Siebert, W. Weinmann, Angew. Chem. 1998, 110, 654-655;
14. Angew. Chem. Int. Ed. 1998, 37, 652-654.
15. E. Vogel, P. Röhrig, M. Sicken, B. Knipp, A. Herrmann, M. Pohl, H. Schmickler, J. Lex, Angew. Chem. 1989, 101, 1683-1687;
16. Angew. Chem. Int. Ed. Engl. 1989, 28, 1651-1655.
17. T. Kauffmann, H. H. Kniese, Tetrahedron Lett. 1973, 41, 4043-4046.
18. P. Chicart, R. J. P. Corriu, J. E. Moreau, F. Garnier, A. Yassar, in: Inorganic and Organometallic Polymers with Special Propertics (Ed.: R. M. Laine), NATO ASI Series, 1992, vol. 206, p. 179-190.
19. [11a] B. König, M. Rödel, P. Bubenitschek, P. G. Jones, Angew. Chem. 1995, 107, 752-754;
20. Angew. Chem. Int. Ed. Engl. 1995, 34, 661-662. -
21. [11b] B. König, M. Rödel, P. Bubenitschek, P. G. Jones, I. Thondorf, J. Org. Chem. 1995, 60, 7406-7410.
22. M. Yoshida, M. Goto, F. Nakanishi, Organometallics 1999, 18, 1465-1470.
23. H. Sakurai, Y. Eriyama, A. Hosomi, Y. Nakadaira, C. Kabuto, Chem. Lett. 1984, 595-596.
24. [14a] N. Avarvari, N. Mézailles, L. Ricard, P. Le Floch, F. Mathey, Science 1998, 280, 1587-1589. -
25. [14b] N. Avarvari, N. Maigrot, L. Ricard, P. Le Floch, F. Mathey, Chem. Eur. J. 1999, 5, 2109-2118. -
26. [14c] N. Mézailles, N. Avarvari, N. Maigrot, L. Ricard, F. Mathey, P. Le Floch, L. Cataldo, T. Berclaz, M. Geoffroy, Angew. Chem. 1999, 111, 3390-3393;
27. Angew. Chem. Int. Ed. 1999, 38, 3194-3197.
28. [15a] N. Avarvari, P. Le Floch, F. Mathey, J. Am. Chem. Soc. 1996, 118, 11978-11979. -
29. [15b] N. Avarvari, P. Le Floch, L. Ricard, F. Mathey, Organometallics 1997, 16, 4089-4098.
30. B. König, M. Rödel, Chem. Ber. 1997, 130, 412-423.
31. U. Weidner, A. Schweig, Angew. Chem. 1972, 84, 550;
32. Angew. Chem. Int. Ed. Engl. 1972, 11, 536.
33. [18a] H. Graubaum, G. Lutze, B. Costisella, J. Prakt. Chem./-Chem.-Ztg. 1997, 339, 266-271. -
34. [18b] H. Graubaum, G. Lutze, F. Tittelbach, M. Bartoszek, J. Prakt. Chem./Chem.-Ztg. 1995, 337, 401-404.
35. H. Graubaum, G. Lutze, B. Costisella, B. Linden, J. Prakt. Chem./Chem.-Ztg. 1997, 339, 672-674
36. [20a] A. Ito, Y. Ono, K. Tanaka, J. Org. Chem. 1999, 64, 8236-8241. -
37. [20b] A. Ito, Y. Ono, K. Tanaka, Angew. Chem. 2000, 112, 1114-1117;
38. Angew. Chem. Int. Ed. 2000, 39, 1072-1075.
39. [21a] J. P. Wolfe, S. Wagaw, J.-F. Marcroux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805-818. -
40. [21b] R. A. Singer, J. P. Sadighi, S. L. Buchwald, J. Am. Chem. Soc. 1998, 12, 213-214. -
41. [21c] J. F. Hartwig, Acc. Chem. Res. 1998, 31, 852-860.
42. [22a] N. Sommer, H. A. Staab, Tetrahedron Lett. 1966, 2837-2841. -
43. [22c] F. Lehmann, Tetrahedron 1974, 30, 727-733. -
44. [22c] E. E. Boros, C. W. Andrews, A. O. Davis, J. Org. Chem. 1996, 61, 2553-2555. -
45. [22d] F. Bottino, S. Foti, S. Pappalardo, Tetrahedron 1976, 32, 2567-2570.
46. [23a] C. W. Bird, M. Singh, Chem. Ind. 1974, 749-750. -
47. [23b] T. Weiss, P. Schulz, G. Klar, Z. Naturforsch. 1974, 29b, 156-158. -
48. [23c] D. E. Kime, J. K. Norymberski, J. Chem. Soc., Perkin Trans. 1 1977, 1048-1052. -
49. [23d] K. Deuten, G. Klar, Z. Naturforsch. 1981, 36b, 1526-1531.
50. B. König, M. Rödel, I. Dix, P. G. Jones, J. Chem. Res. (S) 1997, 69.
51. J. Nakayama, N. Katano, Y. Sugihara, A. Ishii, Chem. Lett. 1997, 897-898.
52. [26a] M. L. Kaplan, W. D. Reents, Tetrahedron Lett. 1982, 23, 373-374. -
53. [26b] V. A. Sergeev, V. I. Nedel'kin, A. V. Astankov, Izv. Akad. Nauk SSSR, Ser. Khim., Engl. Transl. 1988, 1770. -
54. [26c] V. A. Sergeev, V. I. Nedel'kin, A. V. Astankov, A. V. Nikiforov, E. M. Alov, Y. A. Moskvichev, Izv. Akad. Nauk SSSR. Ser. Khim., Engl. Transl. 1990, 763-766. -
55. [26d] V. A. Sergeev, Y. E. Ovchinnikov, V. I. Nedel'kin, A. V. Astankov, O. B. Andrianova, V. E. Shklover, I. A. Zamaev, Y. T. Struchkov, Izv. Akad. Nauk SSSR, Ser. Khim., Engl. Transl. 1989, 1440-1444.
56. K. R. Reistad, P. Groth, R. Lie, K. Undheim, J. Chem. Soc., Chem. Commun. 1972, 1059-1060.
57. [28a] M. Mascal, J. L. Richardson, A. J. Blake, W.-S. Li, Tetrahedron Lett. 1997, 38, 7639-7640. -
58. 2S was described to give a mixture of oligomeric materials: G. A. Loughran, G. F. Ehlers, J. L. Burkett, J. Heterocycl. Chem. 1966, 3, 143-148.
59. K. Kumagai, M. Hasegawa, S. Miyanari, Y. Sugawa, Y. Sato, T. Hori, S. Ueda, H. Kamiyama, S. Miyano, Tetrahedron Lett. 1997, 38, 3971-3972.
60. T. Sone, Y. Ohba, K. Moriya, H. Kumada, K. Ito, Tetrahedron 1997, 53, 10689-10698.
61. H. Akdas, L. Bringel, E. Graf, M. W. Hosseini, G. Mislin, J. Pansanel, A. De Cian, J. Fischer, Tetrahedron Lett. 1998, 39, 2311-2314.
62. G. Mislin, E. Graf, M. W. Hosseini, A. Bilyk, A. K. Hall, J. M. Harrowfield, B. W. Skelton, A. H. White, Chem. Commun. 1999, 373-374.
63. N. Iki, N. Morohashi, C. Kabuto, S. Miyano, Chem. Lett. 1999, 219-220.
64. N. Iki, N. Morohashi, F. Narumi, S. Miyano, Bull. Chem. Soc. Jpn. 1998, 71, 1597-1603.
65. [35a] P. Lhoták, M. Himl, S. Pakhomova, I. Stibor, Tetrahedron Lett. 1998, 39, 8915-8918. -
66. [35b] H. Akdas, G. Mislin, E. Graf, M. W. Hosseini, A. De Cian, J. Fischer, Tetrahedron Lett. 1999, 40, 2113-2116.
67. J. Lang, H. Dvorakova, I. Bartosova, P. Lhotak, I. Stibor, R. Hrabal, Tetrahedron Lett. 1999, 40, 373-376.
68. N. Iki, F. Narumi, T. Fujimoto, N. Morohashi, S. Miyano, J. Chem. Soc., Perkin Trans. 2 1998, 2745-2750.
69. N. Iki, T. Fujimoto, T. Shindo, K. Koyama, S. Miyano, Chem. Lett. 1999, 777-778.
70. [39a] M. Narita, Y. Higuchi, F. Hamada, H. Kumagai, Tetrahedron Lett. 1998, 39, 8687-8690. -
71. 3+ cations are reported in the paper, with a value of 3500 (+/-600) L/mol (two dansyl moieties) and 1200 (+/ -170) L/mol (three dansyl moieties).
72. [40a] G. Mislin, E. Graf, M. W. Hosseini, A. De Cian, J. Fischer, Chem. Commun. 1998, 1345-1346. -
73. [40b] G. Mislin, E. Graf, M. W. Hosseini, A. De Cian, J. Fischer, Tetrahedron Lett. 1999, 40, 1129-1132.
74. N. Iki, H. Kumagai, N. Morohashi, K. Ejima, M. Hasegawa, S. Miyanari, S. Miyano, Tetrahedron Lett. 1998, 39, 7559-7562.