Fluoropyrazoles: An ab initio study

Heterocycles

Volumn 51, Issue 2, 1999, Pages 355-360

  Claramunt, Rosa María ^a   Alkorta, Ibon ^b   Elguero, José ^b  

^a UNIVERSIDAD NACIONAL DE EDUCACIÓN A DISTANCIA   (Spain)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; FLUORINE DERIVATIVE; PYRAZOLE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DIPOLE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM MECHANICS; THERMODYNAMICS;

EID: 0033080440     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-98-8381     Document Type: Article

References (30)

1. J. García and J. Vilarrasa, Heterocycles, 1988, 27, 1803.
2. T. Ishihara, Y. Okada, M. Kuroboshi, T. Shinozaki, and T. Ando, Chem. Lett., 1988, 819.
3. . H. Molines and C. Wakselman, J. Org. Chem., 1989, 54, 5618.
4. K. E. Arndt and R. W. McCormick, US 4,969,946, 1990 (Chem. Abstr., 1991, 114, 163105z).
5. M. D. Bargamova, S. M. Motsishkite, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 2583.
6. J. W. Pavlik and E. M. Kurzweil, J. Org. Chem., 1991, 56, 6313.
7. X. Shi, T. Ishihara, H. Yamanaka, and J. T. Gupton, Tetrahedron Lett., 1995, 36, 1527.
8. J. Elguero, C. Marzin, P. Linda, and A. R. Katritzky, The Tautomerism of Heterocycles, Academic Press, New York, 1976.
9. J. Elguero, in Pyrazoles and Their Benzo Derivatives, Comprehensive Heterocyclic Chemistry, ed. by A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984, Vol. 5, p. 167. J. Elguero, in Pyrazoles, Comprehensive Heterocyclic Chemistry II, ed. by A. R. Katritzky, C. W. Rees, and E. F. V. Scriven, Pergamon, Oxford, 1996, Vol. 3, p. 1.
10. J. Elguero, in Pyrazoles and Their Benzo Derivatives, Comprehensive Heterocyclic Chemistry, ed. by A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984, Vol. 5, p. 167. J. Elguero, in Pyrazoles, Comprehensive Heterocyclic Chemistry II, ed. by A. R. Katritzky, C. W. Rees, and E. F. V. Scriven, Pergamon, Oxford, 1996, Vol. 3, p. 1.
11. F. Fabra, E. Fos, and J. Vilarrasa, Tetrahedron Lett., 1979, 3179.
12. L. Nygaard, D. Christen, J. T. Nielsen, E. J. Pedersen, O. Snerling, E. Vestergaard, and G. O. Sorensen, J. Mol. Struct., 1974, 22, 401.
13. R. Ditchfield, Mol. Phys. 1974, 27, 789; D. B. Chesnut, Ab Initio Calculations of NMR Chemical Shielding, in Annu. Rep. NMR Spectrosc. 1994, 29, 1; R. J. Iuliucci, J. C. Facelli, D. W. Alderman, and D. M. Grant, J. Am. Chem. Soc. 1995, 117, 2336; P. Pulay and J. F. Hinton, Encyclopedia of Nuclear Magnetic Resonance, 1996, Vol. 7, p. 4337, Wiley, New York.
14. R. Ditchfield, Mol. Phys. 1974, 27, 789; D. B. Chesnut, Ab Initio Calculations of NMR Chemical Shielding, in Annu. Rep. NMR Spectrosc. 1994, 29, 1; R. J. Iuliucci, J. C. Facelli, D. W. Alderman, and D. M. Grant, J. Am. Chem. Soc. 1995, 117, 2336; P. Pulay and J. F. Hinton, Encyclopedia of Nuclear Magnetic Resonance, 1996, Vol. 7, p. 4337, Wiley, New York.
15. R. Ditchfield, Mol. Phys. 1974, 27, 789; D. B. Chesnut, Ab Initio Calculations of NMR Chemical Shielding, in Annu. Rep. NMR Spectrosc. 1994, 29, 1; R. J. Iuliucci, J. C. Facelli, D. W. Alderman, and D. M. Grant, J. Am. Chem. Soc. 1995, 117, 2336; P. Pulay and J. F. Hinton, Encyclopedia of Nuclear Magnetic Resonance, 1996, Vol. 7, p. 4337, Wiley, New York.
16. R. Ditchfield, Mol. Phys. 1974, 27, 789; D. B. Chesnut, Ab Initio Calculations of NMR Chemical Shielding, in Annu. Rep. NMR Spectrosc. 1994, 29, 1; R. J. Iuliucci, J. C. Facelli, D. W. Alderman, and D. M. Grant, J. Am. Chem. Soc. 1995, 117, 2336; P. Pulay and J. F. Hinton, Encyclopedia of Nuclear Magnetic Resonance, 1996, Vol. 7, p. 4337, Wiley, New York.
17. I. Alkorta and J. Elguero, Struct. Chem., 1998, 9, 187.
18. M. Begtrup, G. Boyer, P. Cabildo, C. Cativiela, R. M. Claramunt, J. Elguero, J. I. García, C. Toiron, and P. Vedsø, Magn. Reson. Chem., 1993, 31, 107.
19. R. M. Claramunt, D. Sanz, C. López, J. A. Jiménez, M. L. Jimeno, J. Elguero, and A. Fruchier, Magn. Reson. Chem., 1997, 35, 35.
20. J. Vilarrasa, C. Gálvez, and M. Calafell, An. Quim., 1975, 71, 631.
21. F. Fabra, J. Vilarrasa, and J. Coll, J. Heterocycl. Chem., 1978, 15, 1447
22. C. Reichardt and K. Halbritter, Liebigs Ann. Chem., 1975, 470.
23. J. B. Stothers, Carbon-13 NMR Spectroscopy, Academic Press, New York, 1972, p. 197.
24. Spartan SGI Version 5.0 Wavefunction Inc., 18401 Von Karman Ave., Suite 370, Irvine, CA 92612
25. W.J. Hehre, R.F. Stewart, and J.A. Pople, J. Chem. Phys., 1969, 51, 2657.
26. W.J. Hehre, R. Ditchfield, and J. A. Pople, J. Phys. Chem., 1972, 56, 2257. P.C. Hariharan and J.A. Pople, Theoret. Chim. Acta, 1973, 28, 213.
27. W.J. Hehre, R. Ditchfield, and J. A. Pople, J. Phys. Chem., 1972, 56, 2257. P.C. Hariharan and J.A. Pople, Theoret. Chim. Acta, 1973, 28, 213.
28. R. Krishnan, J.S. Blinkley, R. Seeger, and J.A. Pople, J. Chem. Phys., 1980, 72, 650.
29. C. Moller and M.S. Plesset, Phys. Rev., 1934, 46, 618.
30. M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople, Gaussian 94 (Revision C.3), Gaussian, Inc., Pittsburgh PA, 1995.