Conformational equilibrium and intramolecular hydrogen bond of 4'X and 4X substituted 2'(OH)chalcones

Journal of Molecular Structure: THEOCHEM

Volumn 493, Issue 1-3, 1999, Pages 187-197

  Devia, A C ^a   Ferretti, F H ^a   Ponce, C A ^a   Tomas F ^b  

^a UNIVERSIDAD NACIONAL DE SAN LUIS   (Argentina)

^b UNIVERSITY OF VALENCIA   (Spain)

Author keywords

2'(OH),4'X chalcones and 2'(OH),4X chalcones; Calculations AM1; Conformational equilibrium; Intramolecular hydrogen bond; Structure

Indexed keywords

CHALCONE;

CHEMICAL STRUCTURE; CONFERENCE PAPER; CONFORMATION; GEOMETRY; HYDROGEN BOND; MOLECULAR DYNAMICS; PREDICTION; PROTON TRANSPORT; STRUCTURE ANALYSIS; THEORY; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0033572292     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(99)00239-0     Document Type: Conference Paper

References (49)

1. J.B. Harborne, T.J. Mabry (Eds.), The Flavonoids Advances in Research, Chapman and Hall, London, 1982.
2. R. Pederiva, J. Kavka, A.T. D'Arcángelo, Ann. Asoc. Quím. Argent. 63 (1975) 85-90.
3. D.N. Dhar, The Chemistry of Chalcones and Related Compounds, Wiley, New York, 1981, pp. 201-212, 151-153, 170-172.
4. G.R. Subbanwad, Y.B. Vibhute, J. Ind. Chem. Soc. 69 (1992) 337-338.
5. T. Patonay, Trends Heterocycl. Chem. 3 (1993) 421-438.
6. A. Corma, M.J. Climent, H. García, J. Primo, J. Catal. Lett. 4 (1990) 85.
7. M.J. Climent, A. Corma, S. Iborra, J. Primo, J. Catal. 151 (1995) 60-66.
8. B.G. Alex, S. Srinivasan, V. Krishnasamy, R.V. Suresh, R. Iyer, P.R. Iyer, Acta Cryst. C 49 (1993) 70-72.
9. J.C. Wallet, E. Molins, C. Miravitlles, Acta Cryst. C 51 (1995) 123-125.
10. H. Ishiki, C. Alemán, S.E. Galembeck, Chem. Phys. Lett. 287 (1998) 579-584.
11. J.M. Luco, L.J. Yamin, F.H. Ferretti, J. Pharm. Sci. 84 (1995) 903-908.
12. V.L. Arcus, C.D. Simpson, L. Main, J. Chem. Res. (S) (1992) 80-81.
13. J. Berthelot, Y. Benammar, B. Desmazieres, Can. J. Chem. 73 (1995) 1526-1530.
14. A.M. Rahatgaonkar, B.J. Ghiya, Ind. J. Heterocycl. Chem. 5 (1996) 323-324.
15. L.J. Yamin, E.I. Gasull, S.E. Blanco, F.H. Ferretti, J. Mol. Struct. 428 (1998) 167-174.
16. B. Botta, G.D. Monache, M.C. de Rosa, R. Scurria, A. Volali, V. Vinciguerra, P. Menendez, D. Misiti, Heterocycles (1996) 1415-1421.
17. N.B. Pappano, O.N.P. Centorbi, F.H. Ferretti, Rev. Microbiol. (Sao Paulo) 25 (1994) 149-151.
18. H. Tsuchiya, M. Sato, T. Miyazaki, A. Fujiwara, S. Tanigaki, M. Ohyama, T. Tanaka, M. Linuma, J. Ethnopharm. 50 (1996) 27-34.
19. A. Mori, C. Nishino, N. Enoki, S. Tawata, Phytochemistry 26 (1987) 2231-2234.
20. C. Bohmont, L. Aaronson, K. Mann, R.S. Pardini, J. Nat. Prod. 50 (1987) 427-433.
21. M.H. Siess, M. Guillermic, A.M. LeBon, M. Suschetet, Xenobiotica 19 (1989) 1379-1386.
22. T. Hatano, H. Kagawa, T. Yasuhara, T. Okuda, Chem. Pharm. Bull. 36 (1988) 2090-2097.
23. V.A. Belyakov, V.A. Roginsky, W. Bors, J. Chem. Soc. Perkin Trans. II (1995) 2319-2326.
24. J.B. Harborne, T.J. Mabry, H. Mabry, The Flavonoids, Part 1, Academic Press, New York, 1975.
25. V.D. Orlov, I.A. Borovoi, V.F. Lavrushin, Zh. Obshchei Khimii 43 (1973) 642-645.
26. P.W. Rabideau, J.L. Mooney, J.N. Hardin, J. Org. Chem. 50 (1985) 5737-5740.
27. N.S. Nudelman, S. Cerdeira, Magn. Res. Chem. 24 (1986) 507-510.
28. M.A. Natiello, R.H. Contreras, J.C. Facelli, D.G. Kowalewski, J. Phys. Chem. 87 (1983) 2603-2607.
29. S.V. Tsukerman, Y.N. Surov, V.F. Lavrushin, Zh. Obshchei Khimii 38 (1967) 524-529.
30. V.F. Lavrushin, N.N. Verkhovod, V.M. Verkhovod, E.V. Litvinenko, Zh. Obshchei Khimii 40 (1970) 1343-1348.
31. A. Grouiller, P. Thomassery, H. Pacheco, C. Decoret, B. Tinland, Bull. Soc. Chem. France 12 (1973) 3454-3458.
32. M. Takasura, H. Nakai, M. Shiro, J. Chem. Soc. Perkin Trans. 2 (1986) 1969-1973.
33. Z. Slanina, Theor. Chim. Acta 69 (1986) 135-145.
34. N.L. Allinger, J. Am. Chem. Soc. 99 (1977) 8127-8134.
35. M.J.S. Dewar, E.G. Zoebisch, E.F. Healey, J.J.P. Stewart, J. Am. Chem. Soc. 107 (1985) 3902-3909.
36. J.J.P. Stewart, F.J. Seiler, Research Lab., 1996.
37. S.E. Blanco, J.J. Silber, G.E. Narda, L.J. Yamín, F.H. Ferretti, J. Colloiod Interface Sci. 180 (1996) 144-148.
38. H.A.B. Linke, D.E. Eveleigh, Z. Naturforsch. B 30 (1975) 606-608, 940-942.
39. A.C. Jain, R. Khazanchi, R.C. Gupta, Bioorg. Chem. 7 (1978) 493-496.
40. C. Beldie, N. Aelenei, N. Foca, A. Onu, G. Nemtoi, N. Antohi, Rev. Chim. (Bucarest) 36 (1985) 523-526.
41. W.E. Rudzinski, T.M. Aminabhavi, N.S. Biradar, C.S. Patil, Inorg. Chim. Acta 70 (1983) 175-178.
42. V.L. Arcus, C.D. Simpson, L. Main, J. Chem. Res. (S) (1992) 80-81.
43. S.E. Blanco, N. Debattista, J. Luco, F.H. Ferretti, Tetrahedron Lett. 34 (1993) 4615-4618.
44. V.D. Orlov, I.A. Borovoi, V.N. Tishchenco, V.F. Lavrushin, Zh. Obshchei Khimii 46 (1976) 2746-2747.
45. D. Rabinovich, Z. Shakked, Acta Cryst. B 30 (1974) 2829-2834.
46. Z. Dinya, Gy Litkei, Acta Chim. (Budapest) 75 (1973) 161-169.
47. G. Montaudo, V. Librando, S. Caccamese, P. Maravigna, J. Am. Chem. Soc. 95 (1973) 6365-6370.
48. N.S. Isaas, Physical Organic Chemistry, Longman/Wiley, New York, 1992, pp. 4.3-4.4.
49. J.G. Grasselli, M.S. William, M. Ritcher (Eds.), Atlas of Spectral Data and Physical Constants for Organic Compounds, III, CRS Press, New York, 1975, pp. 39-45.