Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange

Magnetic Resonance in Chemistry

Volumn 43, Issue 7, 2005, Pages 535-542

  Schraml, Jan ^a   Tkadlecová, Marcela ^b   Pataridis, Statis ^b   Soukupová, Ludmila ^a   Blechta, Vratislav ^a   Roithová, Jana ^c   Exner, Otto ^d  

^a INSTITUTE OF CHEMICAL PROCESS FUNDAMENTALS   (Czech Republic)

^b INSTITUTE OF CHEMICAL TECHNOLOGY   (Czech Republic)

^c J HEYROVSKÝ INSTITUTE OF PHYSICAL CHEMISTRY   (Czech Republic)

^d INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

13C NMR; 15N NMR; 1H NMR; Chemical shifts; NMR; Proton exchange; Substituent effects; Substituted benzohydroxamic acids

Indexed keywords

DIMETHYL SULFOXIDE; MAGIC ANGLE SPINNING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS;

'DRY' [; 13C NMR; 15N NMR; 1H NMR; BENZOHYDROXAMIC ACID; CROSS-POLARIZATION/MAGIC ANGLE SPINNINGS; NMR SPECTRUM; PROTON-EXCHANGE; SUBSTITUENT EFFECT; SUBSTITUTED BENZOHYDROXAMIC ACID;

CHEMICAL SHIFT;

BENZOHYDROXAMIC ACID; DIMETHYL SULFOXIDE;

AB INITIO CALCULATION; AQUEOUS SOLUTION; ARTICLE; CALCULATION; CARBON NUCLEAR MAGNETIC RESONANCE; CONFORMATION; MOLECULAR INTERACTION; NITROGEN NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 20544455414     PISSN: 07491581     EISSN: None     Source Type: Journal    
DOI: 10.1002/mrc.1586     Document Type: Article

References (57)

1. Tkadlecová M, Kvíčalová M, Soukupová L, Blechta V, Schraml J, Exner O. Presented at the 50th Congress of Chemical Societies, Czech Chemical Society, Zlin, Czech Republic, 1997.
2. Exner O, Hradil M, Mollin J. Collect. Czech. Chem. Commun. 1993; 58: 1109.
3. Begum AS, Jain VK, Khetrapal CL, Shivapraksh NC. J. Cryst. Spectrosc. Res. 1987; 17: 545.
4. Brown DA, Glass WK, Mageswaran R, Girmay B. Magn. Reson. Chem. 1988; 26: 970.
5. Brown DA, Coogan RA, Fitzpatrick NJ, Glass WK, Abukshima DE, Shiels L, Ahlgrén M, Smolander K, Pakkanen TT, Pakkanen TA, Perǎkylǎ M. J. Chem. Soc., Perkin Trans. 2 1996; 2673.
6. Schraml J, Kvíčalová M, Blechta V, Soukupová L, Exner O, Boldhaus H-M, Erdt F, Bliefert C. Magn. Reson. Chem. 2000; 38: 795.
7. Schraml J, Blechta V, Soukupová L, Karban J, Mindl J. Magn. Reson. Chem. 2003; 41: 626.
8. Hauser CR, Renfrow WB Jr. Org. Synth., Colle. Vol. 1959; 2: 67.
9. Stolberg MA, Mosher WA, Wagner-Jauregg T. J. Am. Chem. Soc. 1957; 79: 2615.
10. Podlaha J, Císařová I, Soukupová L, Schraml J, Exner O. J. Chem. Res. (S) 1999; 520.
11. Scott AW, Wood BL Jr. J. Org. Chem. 1942; 7: 508.
12. Podlaha J, Císařová I, Soukupová L, Schraml J. Collect. Czech. Chem. Commun. 1999; 65: 1273.
13. 13C-NMR-Spektroskopie. Georg Thieure: Stuttgart, 1984; 284.
14. Bax A, Freeman R, Frenkiel TA. J. Am. Chem. Soc. 1981; 103: 2102.
15. Stephenson DS, Binsch G. J. Magn. Reson. 1978; 32: 145.
16. Limbach HH. J. Magn. Reson. 1979; 36: 287.
17. McConnell HM. J. Chem. Phys. 1958; 28: 430.
18. Ouvrard C, Berthelot M, Lamer T, Exner O. J. Chem. Inf. Comput. Sci. 2001; 41: 1141.
19. Becke AD. J. Chem. Phys. 1993; 98: 5648.
20. Lee C, Yang W, Parr RG. Phys. Rev. B 1988; 37: 785.
21. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Salvador P, Dannenberg JJ, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA. Gaussian 98. Gaussian: Pittsburgh, PA, 2001.
22. Ditchfield R. Mol. Phys. 2004; 27: 789.
23. Dodds JL, McWeeny R, Sadlej AJ. Mol. Phys. 1980; 41: 1419.
24. McWeeny R. Phys. Rev. 1962; 126: 1028.
25. Wolinsky K, Hinton JF, Pulay P. J. Am. Chem. Soc. 1990; 112: 8251.
26. Cossi M, Scalmani G, Rega N, Barone V. J. Chem. Phys. 2002; 117: 43.
27. Mennucci B, Tomasi J. J. Chem. Phys. 1997; 106: 5151.
28. Cossi M, Barone V, Mennucci B, Tomasi J. Chem. Phys. Lett. 1998; 286: 253.
29. Cances MT, Mennucci B, Tomasi J. J. Chem. Phys. 1997; 107: 3032.
30. Schraml J. Appl. Organomet. Chem. 2000; 14: 604.
31. Schraml J, Kvíčalová M, Soukupová L, Blechta V. Magn. Reson. Chem. 1999; 37: 427.
32. Schraml J, Blechta V, Karban J, Mindl J. Magn. Reson. Chem. 2002; 40: 672.
33. Bagno A, Comuzzi C, Scorrano G. J. Am. Chem. Soc. 1994; 116: 916.
34. Yamin LJ, Ponce CA, Estrada MR, Vert FT. J. Mol. Struct. (Theochem) 1996; 360: 109.
35. Kaczor A, Proniewicz LM. J. Mol. Struct. (Theochem) 2003; 640: 133.
36. Turi L, Dannenberg JJ, Rama J, Ventura ON. J. Phys. Chem. 1992; 96: 3709.
37. Hansch C, Leo A, Taft RW. Chem. Rev. 1991; 91: 165.
38. Ewing DF. In Correlation Analysis in Chemistry - Recent Advances, Chapman NB, Shorter J (eds). Plenum Press: New York, 1978; 357.
39. Ehrenson S, Brownlee RTC, Taft RW. Progr. Phys. Org. Chem. 1973; 10: 1.
40. Dawson DA, Reynolds WF. Can. J. Chem. 1975; 53: 373.
41. Charton M. Prog. Phys. Org. Chem. 1981; 13: 119.
42. Exner O, Buděšínský M. Magn. Reson. Chem. 1989; 27: 29.
43. Buděšínský M, Exner O. Magn. Reson. Chem. 1989; 27: 505.
44. Pregosin PS, Randall EW, White AI. J. Chem. Soc., Perkin Trans. 2 1972; 513.
45. Schraml J, Kvíčalová M, Soukupová L, Blechta V, Exner O. J. Organomet. Chem. 2000; 597: 200.
46. Girreser U, König M, Clement B. Magn. Reson. Chem. 2002; 40: 202.
47. Westerman PW, Botto RE, Roberts JD. J. Org. Chem. 1978; 43: 2590.
48. Bordwell FC, Fried HE, Hughes DL, Lynch T-Y, Satish AV, Whang YE. J. Org. Chem. 1990; 55: 3330.
49. Buist PH, Behrouzian B. Magn. Reson. Chem. 1996; 34: 1013.
50. Bauer L, Exner O. Angew. Chem., Int. Ed. Engl. 1974; 13: 376.
51. Exner O, Simon W. Collect. Czech. Chem. Commun. 1965; 30: 4078.
52. Meschede L, Limbach H-H. J. Phys. Chem. 1991; 95: 10 267-.
53. Gerritzen D, Limbach H-H. J. Am. Chem. Soc. 1984; 106: 869.
54. Limbach H-H, Seiffert W. J. Am. Chem. Soc. 1980; 102: 538.
55. Ghosh KK. Indian J. Chem., Sect. B 1997; 36: 1089.
56. García B, Ibeas S, Hoyuelos FJ, Leal JM, Secco F, Venturini M. J. Org. Chem. 2001; 66: 7986.
57. Ghosh KK, Tamrakar P, Rajput SK. J. Org. Chem. 1999; 64: 3053.