Isolation of the saddle and crown conformers of cyclotriveratrylene (CTV) oxime

Tetrahedron Letters

Volumn 48, Issue 36, 2007, Pages 6368-6371

  Lutz Jr , Marlon R ^a   French, David C ^a   Rehage, Peter ^a   Becker, Daniel P ^a  

^a LOYOLA UNIVERSITY CHICAGO   (United States)

Author keywords

Conformers; Cyclotriveratrylene (CTV); Oxime; Tribenzocyclononatriene

Indexed keywords

CADMIUM CHLORIDE; CYCLOPHANE; CYCLOTRIVERATRYLENE OXIME; DIMETHYL SULFOXIDE; OXIME; UNCLASSIFIED DRUG;

ARTICLE; DIPOLE; EQUILIBRIUM CONSTANT; HALF LIFE TIME; MOLECULAR RECOGNITION; PROTON NUCLEAR MAGNETIC RESONANCE; SOLVENT EFFECT; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS; TEMPERATURE DEPENDENCE; THIN LAYER CHROMATOGRAPHY;

EID: 34547681867     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.004     Document Type: Article

References (31)

1. Steed J.W., and Atwood J.L. Supramolecular Chemistry (2000), John Wiley & Sons Ltd., West Sussex, England pp 745
2. Diederich F. Cyclophanes (1991), The Royal Society of Chemistry, Cambridge pp 313
3. Vögtle F. Cyclophane Chemistry: Synthesis, Structures and Reactions (1993), John Wiley & Sons Ltd., West Sussex, England pp 501
4. Cameron K.S., Fielding L., Mason R., Muir A.W., Rees D.C., Thorn S., and Zhang M. Bioorg. Med. Chem. Lett. 12 (2002) 753-755
5. Campos R.J., Galanakis D., Piergentili A., Bhandari K., Ganellin C.R., Dunn P.M., and Jenkinson D.H. J. Med. Chem. 43 (2000) 420-431
6. Galanakis D., Ganellin C.R., Chen J., Gunasekera D., and Dunn P.M. Bioorg. Med. Chem. Lett. 14 (2004) 4231-4235
7. Chen J., Galanakis D., Ganellin C.R., Dunn P.M., and Jenkinson D.H. J. Med. Chem. 43 (2000) 3478-3481
8. Christian A.E., Byun H., Zhong N., Wanunu M., Marti T., Furer A., Diederich F., Bittman R., and Rothblat G.H. J. Lipid Res. 40 (1999) 1475-1482
9. Conejo-Garcia A., Campos J.M., Sanchez-Martin R.M., Gallo M.A., and Espinosa A. J. Med. Chem. 46 (2003) 3754-3757
10. Ettmayer P., Billich A., Hecht P., Rosenwirth B., and Gstach H. J. Med. Chem. 39 (1996) 3291-3299
11. Collet A. Tetrahedron 43 (1987) 5725-5759
12. Collet A. In: Atwood J.L., Davies J.E.D., MacNicol D.D., Vögtle F., and Lehn J.M. (Eds). Comprehensive Supramolecular Chemistry (1996), Pergamon, Oxford, UK 281-303
13. Burlinson N.E., and Ripmeester J.A. J. Inclusion Phenom. 1 (1984) 403-409
14. Steed J.W., Zhang H., and Atwood J.L. Supramol. Chem. 7 (1996) 37-45
15. Ahmad R., and Hardie M.J. Supramol. Chem. 18 (2006) 29-38
16. Caira M.R., Jacobs A., and Nassimbeni L.R. Supramol. Chem. 16 (2004) 337-342
17. Huber J.G., Dubois L., Desvaux H., Dutasta J., Brotin T., and Berthault P. J. Phys. Chem. A 108 (2004) 9608-9615
18. Ahmad R., Dix I., and Hardie M.J. Inorg. Chem. 42 (2003) 2182-2184
19. Travis Holman K., William Orr G., Atwood J.L., and Steed J.W. Chem. Commun. (Cambridge) (1998) 2109-2110
20. Steed J.W., Junk P.C., Atwood J.L., Barnes M.J., Raston C.L., and Burkhalter R.S. J. Am. Chem. Soc. 116 (1994) 10346-10347
21. Konarev D.V., Khasanov S.S., Vorontsov I.I., Saito G., Antipin M.Y., Otsuka A., and Lyubovskaya R.N. Chem. Commun. (Cambridge, United Kingdom) (2002) 2548-2549
22. Zhang S., and Echegoyen L. J. Am. Chem. Soc. 127 (2005) 2006-2011
23. Zhang S., Palkar A., Fragoso A., Prados P., de Mendoza J., and Echegoyen L. Chem. Mater. 17 (2005) 2063-2068
24. Zhang S., and Echegoyen L. Comptes Rendus Chim. 9 (2006) 1031-1037
25. Collet A., Dutasta J.P., Lozach B., and Canceill J. Top. Curr. Chem. 165 (1993) 103-129
26. Ahmad R., and Hardie M.J. Cryst. Eng. Commun. 4 (2002) 227-231
27. Zimmermann H., Bader V., Poupko R., Wachtel E.J., and Luz Z. J. Am. Chem. Soc. 124 (2002) 15286-15301
28. Felder D., Heinrich B., Guillon D., Nicoud J., and Nierengarten J. Chem.-A Eur. J. 6 (2000) 3501-3507
29. Cookson R.C., Halton B., and Stevens I.D.R. J. Chem. Soc. B: Phys. Org. (1968) 767-774
30. Zimmermann H., Tolstoy P., Limbach H., Poupko R., and Luz Z. J. Phys. Chem. B 108 (2004) 18772-18778
31. Collet A., and Gabard J. J. Org. Chem. 45 (1980) 5400-5401