Quantification of non-covalent interactions on the basis of the thermodynamic hydrogen bond parameters

Journal of Physical Organic Chemistry

Volumn 10, Issue 5, 1997, Pages 405-413

  Raevsky, O A ^a  

^a INSTITUTE OF PHYSIOLOGICALLY ACTIVE COMPOUNDS   (Russian Federation)

Author keywords

Non covalent interactions; Thermodynamic hydrogen bond parameter

Indexed keywords

EID: 0000642679     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199705)10:5<405::AID-POC922>3.0.CO;2-A     Document Type: Article

References (56)

1. Z. Simon, Angew. Chem. Int. Ed. Engl. 13, 719-732 (1974).
2. R. C. Hayward, Chem. Soc. Rev. 121, 285-308 (1985).
3. O. A. Raevsky. Russ. Chem. Res. (Engl. Ed.) 59, 219-233 (1990).
4. O. A. Raevsky, Teor. Eksp. Khim. 22, 450-463 (1986); Chem. Abstr. 105, 221095k (1986).
5. O. A. Raevsky, Teor. Eksp. Khim. 22, 450-463 (1986); Chem. Abstr. 105, 221095k (1986).
6. O. A. Raevsky, Koord. Khim. 16, 723-748 (1990).
7. G. A. Weiland, K. P. Minneman and P. B. Molinoff, Nature (London) 281, 114-119 (1979).
8. V. Gutman, Coordination Chemistry in Non-Aqueous Solutions. New York, Plenum Press (1968).
9. R. W. Taft, D. Gurka, L. Loris, P. R. Schleyer and J. W. Rakshys, J. Am. Chem. Soc. 91, 4801-4806 (1969).
10. R. S. Drago and B. B. Wayland, J. Am. Chem. Soc. 87, 3571-3582 (1965).
11. R. S. Drago, Structure and Bonding. Springer, Heidelberg (1973).
12. M. K. Kroger and R. S. Drago, J. Am. Chem. Soc. 103, 3250-3263 (1981).
13. A. Sherry and K. Purcel, J. Am. Chem. Soc. 94, 1848-1853 (1972).
14. A. Iogansen, Teor. Eksp. Khim. 7, 302-311 (1971); Chem. Abstr. 75, 101848m (1971).
15. A. Iogansen, Teor. Eksp. Khim. 7, 302-311 (1971); Chem. Abstr. 75, 101848m (1971).
16. O. A. Raevsky and V. P. Novikov. Khim. Farm. Zh. 16, 583-586 (1982); Chem. Abstr. (1982) 97, 33128d.
17. O. A. Raevsky and V. P. Novikov. Khim. Farm. Zh. 16, 583-586 (1982); Chem. Abstr. (1982) 97, 33128d.
18. O. A. Raevsky, V. V. Avidon and V. P. Novikov. Khim. Farm. Zh. 16, 968-971 (1982), Chem. Abstr. 97, 181323d (1982).
19. O. A. Raevsky, V. V. Avidon and V. P. Novikov. Khim. Farm. Zh. 16, 968-971 (1982), Chem. Abstr. 97, 181323d (1982).
20. O. A. Raevsky, M. M. Giljazov and Ja. A. Levin, Z. Obshch. Khim. 53, 563-567 (1983); Chem. Abstr. 99, 5712n (1983).
21. O. A. Raevsky, M. M. Giljazov and Ja. A. Levin, Z. Obshch. Khim. 53, 563-567 (1983); Chem. Abstr. 99, 5712n (1983).
22. O. A. Raevsky, M. M. Gilajazov and Ja. A. Levin, Zh. Obshch. Khim. 53, 1720-1723 (1983); Chem. Abstr. 100, 6676e (1988).
23. O. A. Raevsky, M. M. Gilajazov and Ja. A. Levin, Zh. Obshch. Khim. 53, 1720-1723 (1983); Chem. Abstr. 100, 6676e (1988).
24. O. A. Raevsky, M. M. Giljazov and Ja. A. Levin, Zh. Obshch. Khim. 53, 1724-1728; Chem. Abstr. 100, 6675d (1984).
25. O. A. Raevsky, M. M. Giljazov and Ja. A. Levin, Zh. Obshch. Khim. 53, 1724-1728; Chem. Abstr. 100, 6675d (1984).
26. O. A. Raevsky, V. Ju. Grigor'ev and V. P. Solov'ev, Zh. Oshch. Khim. 23, 1294-1300 (1989); Chem. Abstr. 112, 115266g (1990).
27. O. A. Raevsky, V. Ju. Grigor'ev and V. P. Solov'ev, Zh. Oshch. Khim. 23, 1294-1300 (1989); Chem. Abstr. 112, 115266g (1990).
28. O. A. Raevsky, V. Ju. Grigor'ev, D. B. Kireev and N. S. Zeifirov, Quant. Struct.-Act. Relat. 11, 49-63 (1992).
29. J.-L. M. Abboud and L. Bellon, Ann. Chim. 5, 63-74 (1970); J.-L. M. Abboud et al., in Quantitative Treatments of Solute/ Solvent Interactions. Theoretical and Computational Chemistry, 1, edited by P. Politzer and J. S. Murray, pp. 135-182. Elsevier, Amsterdam (1994).
30. J.-L. M. Abboud and L. Bellon, Ann. Chim. 5, 63-74 (1970); J.-L. M. Abboud et al., in Quantitative Treatments of Solute/ Solvent Interactions. Theoretical and Computational Chemistry, 1, edited by P. Politzer and J. S. Murray, pp. 135-182. Elsevier, Amsterdam (1994).
31. M. H. Abraham, P. L. Grellier, D. V. Prior, R. W. Taft, J. J. Morris, P. J. Taylor, C. Lourence, M. Berthelot, R. M. Doherty, M. J. Kamlet, J.-L. M. Abboud, K. Sraidi and G. Guiheneuf, J. Am. Chem. Soc. 110, 8534-8536 (1988).
32. M. H. Abraham, Chem. Soc. Rev. 22, 73-82 (1993).
33. P. Maria, J. Gal, J. Franceschi and E. Fargin, J. Am. Chem. Soc. 109, 483-492 (1987).
34. M. H. Abraham, in Quantitative Treatments of Solute/Solvent Interactions. Theoretical and Computational Chemistry, 1, edited by P. Politzer and J. S. Murray, pp. 83-134. Elsevier, Amsterdam (1994).
35. S. Trepalin, A. Yarkov, L. Dolmatova and N. S. Zefirov, J. Chem. Inf. Comput. Sci. 35, 405-410 (1995).
36. O. A. Raevsky and H.-J. Schneider. Zh. Org. Khim., 31, 1793-1801 (1995).
37. O. A. Raevsky, V. Ju. Grigor'ev and V. P. Solovev, Khim. Farm. Zh. 18, 578-582 (1984); Chem. Abstr. 103, 83807n (1985).
38. O. A. Raevsky, V. Ju. Grigor'ev and V. P. Solovev, Khim. Farm. Zh. 18, 578-582 (1984); Chem. Abstr. 103, 83807n (1985).
39. H.-J. Schneider, V. Rüdiger and O. Raevsky, J. Org. Chem. 58, 3648-4853 (1993).
40. H.-J. Schneider, T. Blatter, A. Eliseev, V. Rüdiger and O. A. Raevsky, Pure Appl. Chem. 65, 2329-2334 (1993).
41. J. Li, Y. Zhang, A. J. Dallas and P. W. Carr, J. .Chromatogr. 550, 101-134 (1991).
42. G. R. Famini, R. J. Kassel, J. W. King and L. Y. Wilson, Quant. Struct.-Act. Relat. 10, 344-349 (1991).
43. G. R. Famini, W. P. Ashman, A. P. Miciewicz and L. Y. Wilson, Quant. Struct.-Act. Relat. 11, 162-170 (1992).
44. L. Y. Wilson and G. R. Famini, J. Med. Chem. 34, 1668-1674 (1991).
45. G. R. Famini, L. Y. Wilson and C. A. Penski, J. Phys. Org. chem. 5, 395-408 (1992).
46. O. A. Raevsky, V. Ju. Grigor'ev, V. P. Solov'ev, in QSAR Rational Approaches to the Design of Bioactive Compounds, edited by C. Silipo and A. Vittoria, pp. 135-138. Elsevier, Amsterdam (1991).
47. O. A. Raevsky, V. Ju. Grigor'ev and E. Mednikova, in Trends in QSAR and Molecular Modelling 92, edited by C. G. Wermuth, pp. 116-119. ESCOM, Leiden (1993).
48. O. Raevsky, V. Ju. Grigor'ev, D. B. Kireev and N. S. Zefirov, J. Chim. Phys. Phys.-Chem. Biol. 89, 1747-1753 (1992).
49. O. Raevsky, L. Dolmatova and V. Grigor'ev, in QSAR and Molecular Modelling: Concepts, Computational Tools and Biological Applications, edited by F. Sanz, J. Giralo and F. Manaut, pp. 241-245. Prous, Barcelona (1995).
50. H. van de Waterbeemd and B. Testa, Adv. Drug Res. 16, 87-227 (1987).
51. N. El Tayar and B. Testa, in Trends in QSAR and Molecular Modelling 92, edited by C. G. Wermuth, pp. 101-108. ESCOM, Leiden (1993).
52. O. A. Raevsky, K.-J. Schaper and J. K. Seydel, Quant. Struct.-Act. Relat. 14, 433-436 (1995).
53. M. H. Abraham, H. S. Chadha, in Lipophilicity in Drug Action and Toxicology, edited by V. Pliska, B. Testa and H. Waterbeemd, pp. 311-337. VCH, Weinheim (1996).
54. N. El Tayar, R.-S. Tsai, B. Testa, P.-A. Carrupt, C. Hansen and A. Leo, J. Pharm. Sci. 80, 744-750 (1991).
55. C. Hansch and A. Leo, Exploring QSAR, American Chemical Society, pp. 202-204. Washington, DC (1995).
56. O. Raevsky, in QSAR in Drug Design and Toxicology, edited by D. Hadzy and B. Jerman-Blazic, pp. 31-36. Elsevier, Amsterdam (1987).