NMR studies of solid state - Solvent and H/D isotope effects on hydrogen bond geometries of 1:1 complexes of collidine with carboxylic acids

Journal of Molecular Structure

Volumn 700, Issue 1-3, 2004, Pages 19-27

  Tolstoy, Peter M ^a,b   Smirnov, Sergei N ^b   Shenderovich, Ilya G ^a,b   Golubev, Nikolai S ^b   Denisov, Gleb S ^b   Limbach, Hans Heinrich ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b ST PETERSBURG STATE UNIVERSITY   (Russian Federation)

Author keywords

Collidine carboxylic acid complex; Hydrogen bond; Isotope effect; Low temperature NMR; Solvent effect

Indexed keywords

ACETIC ACID; BENZOIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CHLORIDE; COLLIDINE; FORMIC ACID; HYDROGEN; ISOTOPE; NITROGEN 15; ORGANIC COMPOUND; OXYGEN; PROTON; SOLVENT;

COMPLEX FORMATION; CONFERENCE PAPER; CORRELATION ANALYSIS; COVALENT BOND; DIELECTRIC CONSTANT; FREEZING; GEOMETRY; HYDROGEN BOND; ISOTOPE ANALYSIS; LOW TEMPERATURE; NITROGEN NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; SOLID STATE; SOLVENT EFFECT; SUBSTITUTION REACTION;

EID: 3142746816     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2004.02.023     Document Type: Conference Paper

References (45)

1. Ramos M., Alkorta I., Elguero J., Golubev N.S., Denisov G.S., Benedict H., Limbach H.-H. J. Phys. Chem. A. 101:1997;9791
2. Del Bene J.E., Jordan M.J.T. J. Phys. Chem. A. 106:2002;5385
3. Golubev N.S., Denisov G.S., Smirnov S.N., Shchepkin D.N., Limbach H.-H. Z. f. Phys. Chem. 196:1996;73
4. Barnes A.J., Latajka Z., Biczysko M. J. Mol. Struct. 614:2002;11
5. Andrews L., Wang X. J. Phys. Chem. A. 105:2001;6420
6. Andrews L., Wang X., Mielke Z. J. Phys. Chem. A. 105:2001;6054
7. Drichko N.V., Kerenskaia G.Y., Schreiber V.M. J. Mol. Struct. 477:1999;127
8. Abkowicz-Bieńko A., Biczysko M., Latajka Z. Comput. Chem. 24:2000;303
9. Kulbida A.I., Schreiber V.M. J. Mol. Struct. 47:1978;323
10. Langner R., Zundel G. J. Chem. Soc. Faraday Trans. 21:1995;3831
11. Kuc T., Zeegers-Huyskens T., Pawelka Z. J. Mol. Liquids. 89:2000;147
12. Tomasi J., Persico M. Chem. Rev. 94:1994;2027
13. McAllister M.A. Can. J. Chem. 75:1997;1195
14. Shenderovich I.G., Burtsev A.P., Denisov G.S., Golubev N.S., Limbach H.-H. Magn. Reson. Chem. 39:2001;S91
15. Shenderovich I.G., Tolstoy P.M., Golubev N.S., Smirnov S.N., Denisov G.S., Limbach H.-H. J. Am. Chem. Soc. 125:2003;11710
16. Shenderovich I.G., Limbach H.-H., Smirnov S.N., Tolstoy P.M., Denisov G.S., Golubev N.S. Phys. Chem. Chem. Phys. 4:2002;5488
17. Golubev N.S., Melikova S.M., Shchepkin D.N., Shenderovich I.G., Tolstoy P.M., Denisov G.S. Z. f. Phys. Chem. 217:2003;1549
18. Sternberg U., Brunner E. J. Magn. Res. A. 108:1994;142
19. McDermott A., Ridenour C.F. Grant D.M., Harris R.K. Encyclopedia of Nuclear Magnetic Resonance. 1996;3820 Wiley, Chichester
20. Yamauchi K., Kiroki S., Ando I. J. Mol. Struct. 602-603:2002;9
21. Harris T.K., Mildvan A.S. Proteins: Struct. Funct. Genet. 35:1999;275
22. Benedict H., Limbach H.-H., Wehlan M., Fehlhammer W.P., Golubev N.S., Janoschek R. J. Am. Chem. Soc. 120:1998;2939
23. Lorente P., Shenderovich I.G., Golubev N.S., Denisov G.S., Buntkowsky G., Limbach H.-H. Magn. Reson. Chem. 39:2001;S18
24. Fukutani A., Naito A., Tuzi S., Saito H. J. Mol. Struct. 602-603:2002;491
25. Heinz T., Moreira O., Pervushin K. Helv. Chim. Acta. 85:2002;3984
26. Del Bene J.E. Magn. Res. Chem. 40:2002;767
27. Steiner T., Saenger W. Acta Crystallogr. B50:1994;348
28. Steiner T. J. Chem. Soc. Chem. Commun. 1995;1331
29. Gilli P., Bertolasi V., Ferretti V., Gilli G. J. Am. Chem. Soc. 116:1994;909
30. Steiner T. J. Phys. Chem. A. 102:1998;7041
31. Smirnov S.N., Benedict H., Golubev N.S., Denisov G.S., Kreevoy M.M., Schowen R.L., Limbach H.-H. Can. J. Chem. 77:1999;943
32. Benedict H., Shenderovich I.G., Malkina O.L., Malkin V.G., Denisov G.S., Golubev N.S., Limbach H.-H. J. Am. Chem. Soc. 122:2000;1979
33. Golubev N.S., Smirnov S.N., Gindin V.A., Denisov G.S., Benedict H., Limbach H.-H. J. Am. Chem. Soc. 116:1994;12055
34. Smirnov S.N., Golubev N.S., Denisov G.S., Benedict H., Schah-Mohammedi P., Limbach H.-H. J. Am. Chem. Soc. 118:1996;4094
35. Foces-Foces C., Llamas-Saiz A.L., Lorente P., Golubev N.S., Limbach H.-H. Acta Crystallogr. C55:1999;377
36. Dimroth K. Angew. Chem. 10:1960;331
37. Siegel J.S., Anet F.A.I. J. Org. Chem. 53:1988;2629
38. Detering C., Tolstoy P.M., Golubev N.S., Denisov G.S., Limbach H.-H. Doklady RAN. 379:2001;353. (Engl. Ed.: Doklady Phys. Chem. 379 (2001) 191)
39. Duthaler R.O., Roberts J.D. J. Am. Chem. Soc. 100:1978;4969
40. Schah-Mohammedi P., Shenderovich I.G., Detering C., Limbach H.-H., Tolstoy P.M., Smirnov S.N., Denisov G.S., Golubev N.S. J. Am. Chem. Soc. 122:2000;12878
41. Lide D.R. CRC Handbook of Chemistry and Physics. 81 ed. 2000-2001;CRC Press LLC, London
42. Pauling L. J. Am. Chem. Soc. 69:1947;542
43. Brown I.D. Acta Crystallogr. B48:1992;553
44. Dunitz D. Philos. Trans. R. Soc. London. B272:1975;99
45. Hayashi S., Hayamizu K. Bull. Chem. Soc. Jpn. 64:1991;688