Conformational studies of tertiary oligo-m-benzanilides and oligo-p-benzanilides in solution

Tetrahedron

Volumn 66, Issue 34, 2010, Pages 6936-6957

  Chabaud, Laurent ^a   Clayden, Jonathan ^a   Helliwell, Madeleine ^a   Page, Abigail ^a   Raftery, James ^a   Vallverdú, Lluís ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; MONOMER; OLIGO 3 BENZANILIDE DERIVATIVE; OLIGO 4 BENZANILIDE DERIVATIVE; OLIGOMER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; ISOMERISM; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SOLID STATE; STEREOCHEMISTRY;

EID: 77955469778     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.06.037     Document Type: Article

References (41)

1. A. Greenberg, C.M. Breneman, J.F. Liebman, The Amide Linkage 2003 Wiley New York, NY
2. S.H. Gellman Acc. Chem. Res. 31 1998 178
3. D.J. Hill, M.J. Mio, R.B. Prince, T.S. Hughes, and J.S. Moore Chem. Rev. 101 2001 3893
4. W.S. Horne, and S.H. Gellman Acc. Chem. Res. 41 2008 1399
5. E. Yashima, K. Maeda, H. Iida, Y. Furusho, and K. Nagai Chem. Rev. 109 2009 6102
6. T. Nakano, and Y. Okamoto Chem. Rev. 101 2001 4013
7. I. Huc Eur. J. Org. Chem. 2004 17
8. Z.-T. Li, J.-L. Hou, and C. Li Acc. Chem. Res. 41 2008 1343 and references therein
9. J. Clayden, L. Lemigre, and M. Helliwell J. Org. Chem. 72 2007 2306
10. J. Clayden, L. Lemigre, G.A. Morris, M. Pickworth, T.J. Snape, and L.H. Jones J. Am. Chem. Soc. 130 2008 15193
11. A. Itai, Y. Toriumi, N. Tomioka, H. Kagechika, I. Azumaya, and K. Shudo Tetrahedron Lett. 30 1989 6177
12. I. Azumaya, H. Kagechika, Y. Fujiwara, M. Itoh, K. Yamaguchi, and K. Shudo J. Am. Chem. Soc. 113 1991 2833
13. F.D. Lewis, and W. Liu J. Phys. Chem. A 106 2002 1976
14. J. Clayden, L. Vallverd, and M. Helliwell Org. Biomol. Chem. 4 2006 2106
15. A. Tanatani, A. Yokoyama, I. Azumaya, Y. Takakura, C. Mitsui, M. Shiro, M. Uchiyama, A. Muranaka, N. Kobayashi, and T. Yokozawa J. Am. Chem. Soc. 127 2005 8553
16. F. Campbell, J. Plante, C. Carruthers, M.J. Hardie, T.J. Prior, and A.J. Wilson Chem. Commun. 2007 2240
17. F. Campbell, and A. Wilson Tetrahedron Lett. 50 2009 2236
18. K. Kamikawa, K. Fukumoto, K. Yoshihara, M. Furusyo, M. Uemura, S. Takemoto, and H. Matsuzaka Chem. Commun. 2009 1201
19. T. Nishimura, K. Maeda, and E. Yashima Chirality 16 2004 S12
20. I. Okamoto, M. Nabeta, Y. Hayakawa, N. Morita, T. Takeya, H. Masu, I. Azumaya, and O. Tamura J. Am. Chem. Soc. 129 2007 1892
21. I. Okamoto, M. Nabeta, T. Minami, A. Nakashima, N. Morita, T. Takeya, H. Masu, I. Azumaya, and O. Tamura Tetrahedron Lett. 48 2007 573
22. I. Okamoto, M. Nabeta, M. Yamamoto, M. Mikami, T. Takeya, and O. Tamura Tetrahedron Lett. 47 2006 7143
23. J. Clayden, A. Lund, L. Vallverdú, and M. Helliwell Nature (London) 431 2004 966
24. J. Clayden Chem. Soc. Rev. 38 2009 817
25. J. Clayden, L. Vallverdú, and M. Helliwell Chem. Commun. 2007 2357
26. J. Clayden, M. Pickworth, and L.H. Jones Chem. Commun. 2009 547
27. J. Clayden, A. Lund, and L.H. Youssef Org. Lett. 3 2001 4133
28. J. Clayden, M.N. Kenworthy, and L.H. Youssef Tetrahedron Lett. 41 2000 5171
29. J. Clayden, A. Castellanos, J. Sol, and G.A. Morris Angew. Chem., Int. Ed. 48 2009 5962
30. A. Ahmed, R.A. Bragg, J. Clayden, L.W. Lai, C. McCarthy, J.H. Pink, N. Westlund, and S.A. Yasin Tetrahedron 54 1998 13277
31. T. Adler, J. Bonjoch, J. Clayden, M. Font-Bardía, M. Pickworth, X. Solans, D. Solé, and L. Vallverdú Org. Biomol. Chem. 3 2005 3173
32. D.P. Curran, G.R. Hale, S.J. Geib, A. Balog, Q.B. Cass, A.L.G. Degani, M.Z. Hernandes, and L.C.G. Freitas Tetrahedron: Asymmetry 8 1997 3955
33. P. Bowles, J. Clayden, M. Helliwell, C. McCarthy, M. Tomkinson, and N. Westlund J. Chem. Soc., Perkin Trans. 1 1997 2607
34. I. Azumaya, H. Kagechika, K. Yamaguchi, and K. Shudo Tetrahedron 51 1995 5277
35. X-ray data for 6c′ has been deposited with the Cambridge Crystallographic Data Centre, deposition number 768559.
36. M.S. Betson, J. Clayden, H.K. Lam, and M. Helliwell Angew. Chem., Int. Ed. 44 2005 1241
37. K. Yamaguchi, G. Matsumura, H. Kagechika, I. Azumaya, Y. Ito, A. Itai, and K. Shudo J. Am. Chem. Soc. 113 1991 5474
38. I. Azumaya, K. Yamaguchi, I. Okamoto, H. Kagechika, and K. Shudo J. Am. Chem. Soc. 117 1995 9083
39. X-ray data for 19a′ has been deposited with the Cambridge Crystallographic Data Centre, deposition number 768557.
40. X-ray data for 20a′ has been deposited with the Cambridge Crystallographic Data Centre, deposition number 768558.
41. A. Rosowsky, J.E. Wright, C.M. Vaidya, R.A. Forsch, and H. Bader J. Med. Chem. 43 2000 1620