Artículos de revistas
1h Nmr Chemical Shifts And Coupling Constants Of Some 3-monosubstituted 2-methylpropenes
Registration in:
Magnetic Resonance In Chemistry. , v. 35, n. 3, p. 147 - 152, 1997.
7491581
2-s2.0-0031510263
Author
Rittner R.
Braibante M.E.F.
De Kowalewski D.G.
Pla J.C.
Mazzola E.P.
Institutions
Abstract
1H NMR chemical shifts and proton-proton coupling constants for some 3-substituted 2-methylpropenes [YCH2C(Me)CH2, Y = H, Cl, Br, I, OH, OMe, OEt, SH, SMe, SEt, NMe2 and NEt2] are reported. Resonances of the olefinic protons were assigned through lanthanide-induced shifts. Chemical shifts of the olefinic protons (HA and HB) showed a dependence on the substituent at C-3 of the allylic fragment. Long-range allylic coupling constants (4Jcisoid for HA and CH2 and HB and Me; 2Jtransoid for HB and CH2 and HA and Me) were determined by spectral expansion and simulation. © 1997 by John Wiley & Sons, Ltd. 35 3 147 152 Kowalewsky, D.G., (1971) J. Magn. Reson., 4, p. 249 Curry, E.R., Sardella, D.J., (1962) J. Am. Chem. Soc., 84, p. 2748 Barfield, M., Spear, R.J., Sternhell, S., (1976) Chem. Rev., 76, p. 593 Contreras, R.H., Facelli, J.C., Kowalewsky, D.G., (1982) Org. Magn. Reson., 20, p. 40 Whipple, E.B., Goldstein, J.H., Mandell, L., (1960) J. Am. Chem. Soc., 82, p. 3010 ApSimon, J.W., Beierbeck, H., Fruchiera, A., (1972) Can. J. Chem., 50, p. 2725 Hinckley, C.C., (1969) J. Am. Chem. Soc., 91, p. 5160 Sievers, R.E., (1973) Nuclear Magnetic Resonance Shift Reagents, , Academic Press, New York Fukumi, T., Arata, Y., Fujiwara, S., (1968) J. Mol. Spectrosc., 27, p. 443 Inamoto, N., Masuda, S., Tori, K., Nishikawa, J., (1983) Tetrahedron Lett., 24, p. 5265 Hansch, C., Leo, A., (1979) Substituent Constants for Correlation Analysis in Chemistry and Biology, , Wiley-Interscience, New York Charton, M., (1981) Prog. Phys. Org. Chem., 13, p. 119 Charton, M., (1987) Prog. Phys. Org. Chem., 16, p. 287 Curry, R., Sardella, D.J., (1974) J. Am. Chem. Soc., 96, p. 1822 Durig, D.T., Little, T.S., Durig, J.R., (1993) Spectrochim. Acta, Part A, 49, p. 1873 Durig, J.R., Eltayeb, S., Guirgis, G.A., (1994) J. Raman Spectrosc., 25, p. 767 Rittner, R., Braibante, M.E.F., (1992) Magn. Reson. Chem., 30, p. 420 Abraham, R.J., Bovill, M.J., Chadwick, D.J., Griffiths, L., Sancassan, F., (1980) Tetrahedron, 36, p. 279