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Kurtkaya, S.; Barone, V.; Peralta, J.E.; Contreras, R.H.; Snyder, J.P. "On the capriciousness of the FCCF Karplus curve" (2002) Journal of the American Chemical Society. 124(33):9702-9703
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Abstract:

Numerous well-behaved Karplus curves correlating dihedral angle (φ) and NMR coupling constants (3JXY) exist for X-C-Z-Y fragments with X or Y = H, C, F, and P. Absent is the enigmatic F-C-C-F moiety. By calculating the four Ramsey contributions to 3JFF for F-CH2-CH2-F, a pleasing φ/3JFF curve with both positive and negative regions arises. Unlike the H-C-C-H curve, F-C-C-F is PSO vs FC dominated. The latter and the F lone electron pairs cause both the negative J values and the substituent-induced J-leveling effect. Copyright © 2002 American Chemical Society.

Registro:

Documento: Artículo
Título:On the capriciousness of the FCCF Karplus curve
Autor:Kurtkaya, S.; Barone, V.; Peralta, J.E.; Contreras, R.H.; Snyder, J.P.
Filiación:Department of Chemistry, Emory University, Atlanta, GA 30322, United States
Departamento de Física, FCEyN, Universidad de Buenos Aires and CONICET, Ciudad Universitaria, Pab. 1, Buenos Aires (1428), Argentina
Palabras clave:article; calculation; chemical binding; chemical structure; conformational transition; molecular dynamics; plots and curves; rotation
Año:2002
Volumen:124
Número:33
Página de inicio:9702
Página de fin:9703
DOI: http://dx.doi.org/10.1021/ja0269136
Título revista:Journal of the American Chemical Society
Título revista abreviado:J. Am. Chem. Soc.
ISSN:00027863
CODEN:JACSA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v124_n33_p9702_Kurtkaya

Referencias:

  • Karplus, M., (1959) J. Chem. Phys., 30, pp. 11-15
  • Karplus, M., (1963) J. Am. Chem. Soc., 85, pp. 2870-2871
  • Barfield, M., Karplus, M., (1969) J. Am. Chem. Soc., 91, pp. 1-16
  • note; Jones M., Jr., (2000) Organic Chemistry, , W. W. Norton & Co.: New York
  • Metzler, D.E., (2001) Biochemistry 2nd ed., , Harcourt/Academic Press; New York
  • Crews, P., Rodriguez, J., Jaspars, M., (1998) Organic Structure Analysis, , Oxford University Press: New York
  • Haasnoot, C.A.G., De Leeuw, F.A.A.M., Altona, C., (1980) Tetrahedron, 36, pp. 2783-2792
  • Imai, K., Osawa, E., (1990) Magn. Reson. Chem., 28, pp. 668-674
  • http://www.schrodinger.com/macromodel2.html; http://www.serenasoft.com; Hu, S.-J., Bax, A., (1997) J. Am. Chem. Soc., 119, pp. 6360-6368
  • Löhr, F., Schmidt, J.M., Rüterhans, H.J., (1999) Biomol. NMR, 14, pp. 1-12
  • Löhr, F., Schmidt, J.M., Rüterhans, H.J., (1999) J. Am. Chem. Soc., 121, pp. 11821-11826
  • Stenutz, R., Carmichael, I., Goran, W., Serianni, A.S., (2062) J. Org. Chem., 67, pp. 949-958
  • Aydin, R., Günther, H., (1990) Magn. Reson. Chem., 28, pp. 448-457
  • Mulloy, B., Frenkiel, T.A., Davies, D.B., (1988) Carbohydr. Res., 184, pp. 39-46
  • Bose, B., Zhao, S., Stenutz, R., Cloran, F., Bondo, P.B., Bondo, G., Hertz, B., Serianni, A.S., (1998) J. Am. Chem. Soc., 120, pp. 11158-11173
  • Cloran, F., Carmichael, I., Serianni, A.S., (1999) J. Phys. Chem. A, 103, pp. 3783-3795
  • Cloran, F., Carmichael, I., Serianni, A.S., (1999) J. Am. Chem. Soc., 121, pp. 9843-9851
  • Thibaudeau, C., Plavec, J., Chattopadhyaya, J., (1998) J. Org. Chem., 63, pp. 4967-4984
  • San Fabian, J., Guilleme, J., (1996) J. Chem. Phys., 206, pp. 324-337
  • Lankhorst, P.P., Haasnoot, C.A., Erkelens, C., Atona, C., (1984) J. Biomol. Struct. Dyn., 1, pp. 387-405
  • Hall, L.D., Johnson, R.N., (1970) Chem. Commun., pp. 463-464
  • Hirao, K., Nakatsuji, H., Kato, H., (1973) J. Am. Chem. Soc., 95, pp. 31-41
  • Emsley, J.W., Philips, L., Wray, V., (1977) Fluorine Coupling Constants, p. 116. , Pergamon Press: New York
  • Michalik, M., Hein, M., Frank, M., (2000) Carbohydr. Res., 327, pp. 185-218
  • Abraham, R.J., Kemp, R.H., (1971) J. Chem. Soc. (B), pp. 1240-1245
  • Cavalli, L., Abraham, R.J., (1970) Mol. Phys., 19, pp. 265-274
  • Ramsey, N.F., (1953) Phys. Rev., 91, pp. 303-307
  • See Supporting Information for HCCH curves and definition of Ramsey terms; Peralta, J.E., Barone, V., Contreras, R.H., Zaccari, D.G., Snyder, J.P., (2001) J. Am. Chem. Soc., 123, pp. 9162-9163
  • Barone, V., Peralta, J.E., Contreras, R.H., Snyder, J.P., (2002) J. Phys. Chem. A, 106, pp. 5607-5612
  • Pople, J.A., Santry, D.P., (1964) Mol. Phys., 8, pp. 1-18
  • Hall, L.D., Johnson, R.N., Adamson, J., Foster, A.B., (1971) Can. J. Chem., 49, pp. 118-123
  • Hirano, T., Nonoyama, S., Miyajima, T., Kurita, Y., Kawamura, T., Sato, H., (1986) Chem. Commun., pp. 606-607
  • Reference 14c; Wary, V., (1999) Annual Reports in NMR Spectroscopy, 10 B, pp. 1976-1978. , Webb, G. A., Ed
  • Martienssen, W., Numerical data and functional relationships in science and technology (1998) Nuclear Magnetic Resonance (NMR) Data, 35. , Springer Verlag: Berlin; Group III, subvol. B
  • Blizzard, A.C., Santry, D.P., (1970) Chem. Commun., pp. 87-88
  • Nakatsuji, Morishima, I., Kato, H., Yonezawa, T., (1971) Bull. Chem. Soc. Jpn., 44, pp. 2010-2017
  • Hirao, K., Nakatsuji, H., Kato, H., Yonezawa, T., (1972) J. Am. Chem. Soc., 94, pp. 4078-4087
  • Takeo, H., Matsumura, C., Morino, Y., (1986) J. Chem. Phys., 84, pp. 4205-4210
  • Friesen, D., Hedberg, K., (1980) J. Am. Chem. Soc., 102, p. 3987
  • Peralta, J.E., Contreras, R.H., Snyder, J.P., (2000) Chem. Commun., pp. 2025-2026
  • Wilkens, S.J., Westler, W.M., Markley, J.L., Weinhold, F., (2001) J. Am. Chem. Soc., 123, pp. 12026-12036
  • Sychrovsky, V., Gräfenstein, J., Cremer, D., (2000) J. Chem. Phys., 113, pp. 3530-3547
  • Bryce, D.L., Wasylishen, R.E., (2000) J. Am. Chem. Soc., 122, pp. 3197-3205
  • Autschbach, J., Ziegler, T., (2000) J. Chem. Phys., 113, pp. 936-947
  • Autschbach, J., Ziegler, T., (2000) J. Chem. Phys., 113, pp. 9410-9418
  • Arnold, W.D., Mao, J., Sun, H., Oldfield, E., (2000) J. Am. Chem. Soc., 122, pp. 12104-12108
  • Helgaker, T., Watson, M., Handy, N.C., (2000) J. Chem. Phys., 113, pp. 9402-9409
  • Shtarev, A.B., Pinkhassik, E., Levin, M.D., Stibor, I., Michl, J., (2001) J. Am. Chem. Soc., 123, pp. 3484-3492
  • Wiberg, K.B., Murcko, M.A., (1987) J. Phys. Chem., 91, pp. 3616-3620

Citas:

---------- APA ----------
Kurtkaya, S., Barone, V., Peralta, J.E., Contreras, R.H. & Snyder, J.P. (2002) . On the capriciousness of the FCCF Karplus curve. Journal of the American Chemical Society, 124(33), 9702-9703.
http://dx.doi.org/10.1021/ja0269136
---------- CHICAGO ----------
Kurtkaya, S., Barone, V., Peralta, J.E., Contreras, R.H., Snyder, J.P. "On the capriciousness of the FCCF Karplus curve" . Journal of the American Chemical Society 124, no. 33 (2002) : 9702-9703.
http://dx.doi.org/10.1021/ja0269136
---------- MLA ----------
Kurtkaya, S., Barone, V., Peralta, J.E., Contreras, R.H., Snyder, J.P. "On the capriciousness of the FCCF Karplus curve" . Journal of the American Chemical Society, vol. 124, no. 33, 2002, pp. 9702-9703.
http://dx.doi.org/10.1021/ja0269136
---------- VANCOUVER ----------
Kurtkaya, S., Barone, V., Peralta, J.E., Contreras, R.H., Snyder, J.P. On the capriciousness of the FCCF Karplus curve. J. Am. Chem. Soc. 2002;124(33):9702-9703.
http://dx.doi.org/10.1021/ja0269136