Conformational equilibria of trans-3-X-cyclohexanols (X = Cl, Br, CH 3 and OCH3). A low temperature NMR study and theoretical calculations

Magnetic Resonance in Chemistry

Volumn 46, Issue 3, 2008, Pages 250-255

  De Oliveira, Paulo R ^b   Rittner, Roberto ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b UNIVERSIDADE TECNOLÓGICA FEDERAL DO PARANÁ   (Brazil)

Author keywords

13C NMR; 1H NMR; Conformational analysis; Low temperature; NMR; Theoretical calculations

Indexed keywords

BROMINE COMPOUNDS; CHLORINE COMPOUNDS; ELECTRIC CIRCUIT BREAKERS; TEMPERATURE;

13C NMR; 1H NMR; CONFORMATIONAL ANALYSIS; CONFORMATIONAL EQUILIBRIUM; CYCLOHEXANOL; EXPERIMENTAL VALUES; LOW TEMPERATURE NMR; LOWS-TEMPERATURES; SPECTRA'S; THEORETICAL CALCULATIONS;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ACETALDEHYDE; BROMINE; CHLORINE; CYCLOHEXANOL DERIVATIVE;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; CONFORMATION; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; STANDARD; TEMPERATURE; THERMODYNAMICS;

ACETALDEHYDE; BROMINE; CHLORINE; CYCLOHEXANOLS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MOLECULAR CONFORMATION; QUANTUM THEORY; TEMPERATURE; THERMODYNAMICS;

EID: 42049104199     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2173     Document Type: Article

References (27)

1. Eliel EL, Wilen SH, Mander LN. Stereochemistry of Organic Compounds. Wiley: New York, 1994; 690.
2. Rockwell GD, Grindley TB. Aust. J. Chem. 1996; 49: 379.
3. Freitas MP, Tormena CF, Oliveira PR, Rittner R. J. Mol. Struct. (Theochem) 2002; 147: 589.
4. Wilberg KB. J. Org. Chem. 1999; 64: 6387.
5. Abraham RJ, Chambers EJ, Thomas WA. J. Chem. Soc., Perkin Trans. 21993; 1061.
6. Oliveira PR, Rittner R. Spectrochim. Acta A 2005; 61: 1737.
7. Oliveira PR, Ribeiro DS, Rittner R. J. Phys. Org. Chem. 2005; 18: 513.
8. Oliveira PR, Rittner R. J. Mol. Struct. 2005; 743: 69.
9. (a) Oliveira PR, Rittner R. Spectrochim. Acta A 2005; 62: 30;
10. (b)Shoolery JN. Technical Information Bulletin No.2. Varian Associates: Palo Alto, 1959.
11. Abraham RJ, Smith TAD, Thomas WA. J. Chem. Soc., Perkin Trans. 2 1996; 1949.
12. Freitas MP, Tormena CF, Oliveira PR, RittnerR. J. Mol. Struct. (Theochem) 2002; 589: 147.
13. Basso EA, Oliveira PR, Caetano J, Schuquel ITA. J. Braz. Chem. Soc. 2001; 12: 215.
14. Ribeiro DS, Rittner R. J. Org. Chem. 2003; 68: 6780.
15. Taddei F, Kleinpeter E. J. Mol. Struct (Theochem) 2004; 683: 29.
16. Eliel EL, Schroeter SH, Brett TJ, Biros FJ, Richer JC. J. Am. Chem. Soc. 1966; 88: 3327.
17. Bugay DE, Bushweller CH, Danehey CT, Hoogasian S, Blersch JA, Leenstra WR. J. Phys. Chem. 1989; 93: 3908.
18. Jensen FR, Bushweller CH, Beck BH. J. Am. Chem. Soc. 1969; 91: 344.
19. Frisch MJ, Trucks GW, Schlegel HB, Cheeseman JR, Gill PMW, Wong MW, Foresman JB, Johnson BG, Robb MA, Replogle ES, Gomperts R, Andres JL, Raghavachavi K, Blinkley JS, Gonzalez C, Martin RL, Fox DJ, Defrees DJ, Baker J, Stewart JP, Keith T, Petersson GA, Montgomery JA, Al-Laham MA, Zakrzewski VG, Ortiz JV, Cioslowski J, Stefanov BB, Nanayakkara A, Challacombe M, Peng CY, Ayala PY, Chen W, Head-Gordon M, Pople JA. Gaussian 98, Revision A.7. Gaussian: Pittsburgh, 1998.
20. Foresman JB, Frish A. Exploring Chemistry with Electronic Structure Methods. Gaussian: Pittsburgh, 1996.
21. Becke AD. J. Chem. Phys. 1993; 98: 5648.
22. Lee C, Yang W, Parr PG. Phys. Rev. B 1988; 37: 785.
23. Becke AD. Phys. Rev. A 1988; 38: 3098.
24. Nyden MR, Petersson GA. J. Chem. Phys. 1981; 75: 1843.
25. Petersson GA, Al-Laham MA. J. Chem. Phys. 1991; 94: 6081.
26. Petersson GA, Tensfeldt T, Montgomery JA. J. Chem. Phys. 1991; 94: 6091.
27. Montgomery JA, Ochterski JW, Petersson GA. J. Chem. Phys. 1994; 101: 5900.