The synthesis and structural characterization of the first bis(benzocrown ethers) with polyyne linkages

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 16, 2000, Pages 2805-2809

  Lee, Liang Hui ^a   Lynch, Vincent ^a   Lagow, Richard J ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CATALYSIS; INFRARED SPECTROSCOPY; LASER BEAM EFFECTS; MASS SPECTROMETRY; MIXTURES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY; VAPORIZATION; X RAY CRYSTALLOGRAPHY;

LASER VAPORIZATION;

CROWN ETHERS;

EID: 0034699223     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001856m     Document Type: Article

References (37)

1. (a) C. J. Pedersen, J. Am. Chem. Soc., 1967, 89, 7017;
2. (b) C. J. Pedersen, Angew. Chem., Int. Ed. Engl., 1988, 27, 1021.
3. (a) J. M. Lehn, Struct. Bonding (Berlin), 1973, 16, 1;
4. (b) J. M. Lehn, Angew. Chem., Int. Ed. Engl., 1988, 27, 59.
5. D. J. Cram, Angew. Chem., Int. Ed. Engl., 1988, 27, 1009.
6. J. M. Lehn, Pure Appl. Chem., 1980, 52, 2441.
7. A. Carroy and J. M. Lehn, J. Chem. Soc., Chem. Commun., 1986, 1232.
8. J. C. Chambron and J. P. Sauvage, Tetrahedron Lett., 1986, 27, 865.
9. P. D. Beer, J. Chem. Soc., Chem. Commun., 1986, 1678.
10. H. Nakamura, H. Nishida, M. Takagi and K. Ueno, Bunseki Kagaku, 1982, 31, E131.
11. G. R. Brown and A. J. Foubister, J. Med. Chem., 1979, 22, 997.
12. K. Kikukawa, A. Abe, F. Wada and T. Matsuda, Bull. Chem. Soc. Jpn., 1983, 56, 961.
13. K. Kikukawa, G. He, A. Abe, T. Goto, R. Arata, T. Ikeda, F. Wada and T. Matsuda, J. Chem. Soc., Perkin Trans. 2, 1987, 135.
14. F. Wada, R. Arata, T. Goto, K. Kikukawa and T. Matsuda, Bull. Chem. Soc. Jpn., 1980, 53, 2061.
15. P. D. Beer and A. S. Rothin, Polyhedron, 1988, 7, 137.
16. B. Konig and H. Rutters, Tetrahedron Lett., 1994, 35, 3501.
17. K. Kimura, H. Sakamoto, Y. Koseki and T. Shono, Chem. Lett., 1985, 1241.
18. R. Eastmond and D. R. M. Walton, Tetrahedron, 1972, 28, 4591.
19. R. J. Lagow, J. J. Kampa, H.-C. Wei, S. L. Battle, J. W. Genge, D. A. Laude, C. J. Harper, R. Bau, R. C. Stevens, J. F. Haw and E. Munson, Science, 1995, 267, 362.
20. T. Bartik, B. Bartik, M. Brady, R. Dembinski and J. A. Gladysz, Angew. Chem., Int. Ed. Engl, 1996, 35, 414.
21. J. S. Lindsey and R. W. Wagner, J. Am. Chem. Soc., 1994, 116, 9759.
22. V. S. Lin, S. G. DiMagno and M. J. Therien, Science, 1994, 264, 1105.
23. T. M. Swager, Acc, Chem. Res., 1998, 31, 201.
24. P. D. Beer, O. Kocian, R. J. Mortimer and C. Ridgway, J. Chem. Soc., Dalton Trans., 1993, 2629.
25. P. J. Stang and F. Diederich, Modern Acetylene Chemistry, New York, VCH, 1995.
26. G. Z. Wegner, Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys., Biol, 1969, 24, 824.
27. G. Wegner, Makromol. Chem., 1970, 134, 219.
28. G. Wegner, Makromol. Chem., 1971, 145, 85.
29. A. Sarkar and S. S. Talwar, J. Chem. Soc., Perkin Trans, 1, 1998, 4141.
30. E. M. Hyde, B. L. Shaw and I. Shepherd, J. Chem. Soc., Dalton Trans., 1978, 1696.
31. S. Takahashi, Y. Kuroyama, K. Sonogashira and N. Hagihara, Synth. Commun., 1980, 627.
32. J. L. Sessler, C. T. Brown, R. Wang and T. Hirose, Inorg. Chim. Acta, 1996, 251, 135.
33. O. M. Behr, G. Eglinton, A. R. Galbraith and R. A. Raphael, J. Chem. Soc., 1960, 3614.
34. 13C NMR, IR, UV, mass spectrometry, melting point, elemental analysis, and X-ray crystallography. Details are provided as supplementary data.
35. A. S. Kende and C. A. Smith, J. Org. Chem., 1988, 53, 2655.
36. G. W Coates, A. R. Dunn, L. M. Henling, D. A. Dougherty and R. H. Grubbs, Angew. Chem., Int. Ed. Engl., 1997, 36, 248.
37. G. M. Sheldrick, SHELXTL/PC, Version 5.03, Siemens Analytical X-ray Instruments, Inc., Madison, Wisconsin, USA.