Abstract
In1H-NMR spectra of amids with long-chain aliphatic N-substituents one observes—despite of the free mobility of the aliphatic chain—splitting of the signals of the terminal methyl groups which is caused by the hindered rotation of the amide bond.
Similar content being viewed by others
Literature
Repperger, H., Schreiber, K., Budzikiewicz, H., J. Prak. Chemie312, 449 (1970).
Phillips, W. D., J. Chem. Phys.23, 1363 (1955).
Gutowsky, H. S., Holm, C. H., J. Chem. Phys.25, 1228 (1956).
Rabinovitz, M., Pines, A., J. Amer. Chem. Soc.91, 1585 (1969).
Stuart, E. W., Siddall, T. H., III, Chem. Rev.70, 517 (1970).
Jackman, L. M., in Dynamic Magnetic Resonance Spectroscopy (Jackman, L. M., Cotton, E. A., Hrsg.), Kapitel 7. New York: Academic Press. 1975.
LaPlanche, L. A., Rogers, M. T., J. Amer. Chem. Soc.85, 3728 (1963) und86, 337 (1964).
Paulsen, H., Todt, K., Angew. Chemie78, 943 (1966); Chem. Ber.100, 3385 (1967).
Lewin, A. H., Tetrahedron Lett.,1971, 3583.
Lewin, A. H., Frucht, M., Tetrahedron Lett.,1970, 1079.
Lewin, A. H. Frucht, M., Bovey, F. A., Tetrahedron. Lett.1970, 1083 und1970, 3707.
Matsubayashi, G., Tanaka, T., J. Inorg. Nucl. Chem.31, 1963 (1969); Org. Magn. Reson.2 219 (1970).
Jackman, L. M., Kavanagh, T. E., Haddon, R. C., Org. Magn. Reson.1, 109 (1969).
Korver, P. K., Spaargaren, K., Haak, P. J. v. d., deBoer, T. J., Org. Magn. Reson.2, 295 (1970).
Meester, M. A. M., Schenk, H., Rec. trav. chim. Pays-Bas90, 508 (1971).
Kruk, C., Spaargaren, K., Spectrochim. Acta27 A, 77 (1971).
Spassov, S. L., Dimitrov, V. S., Agova, M., Kantschowska, I., Todorova, R., Org. Magn. Reson.3, 551 (1971).
Spargaaren, K., Korver, P. K., Haak, P. J. v. d. deBoer, T. J., Org. Magn. Reson.3, 605 (1971) und3 615 (1971).
Spassov, S. L., Buzova, T., Chorbanov, P., Z. Naturforsch.25b, 347 (1970).
Drakenberg, T., Tetrahedron Lett.1972, 1743.
Krüger, U., Hettler, H., Ber. Bunsenges. f. phys. Chem.73, 15 (1969).
Hatton, J. v., Richards, R. E., Molecular Phys.3, 253 (1960) und5, 139 (1962).
Engler, E. M., Laszlo, P., J. Amer. Chem. Soc.93, 1317 (1971).
Love, A. L., Alger, T. D., Olsen, R. K., J. Phys. Chem.76, 853 (1972).
Dabrovsky, J., Kozerski, L., Org. Mang. Reson.5, 469 (1973).
Toldy, L. Radies, L., Tetrahedron Lett.1966, 4753.
Johns, S. R., Lamberton, J. A. Sioumis, A. A., Chem. Commun.1966, 480.
Kalinowski, H.-O., Lubosch, W., Seebach, D., Chem. Ber.110, 3733 (1977).
—Lit..
Wittacker, A. G., Moore, D. W., Siegel S., J. Phys. Chem.68, 3431 (1964).
—Vgl. Lit., in Dynamic Magnetic Resonance Spectroscopy (Jackman L. M., Cotton, L. A., Hrsg.) S.214.New York:Academic Press.1975.
Barlow, J. H., Davidson, R. S., Lewis, A., Russel, D., J. Chem. Soc. Perkin II1979, 1103.
Vieth, P. E., Diplomarbeit, TU Braunschweig, 1970.
Vieth, P. E., Dissertation, TU Braunschweig, 1974.
Dätwyler, P., Bosshardt, H., Bernhard, H. O., Hesse, M., Helv. Chim. Acta61, 2646 (1978).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Budzikiewicz, H., Vieth, PE. & Krüger, U. Weitreichende Anisotropieeffekte bei längerkettigen Amiden. Monatshefte für Chemie 112, 825–840 (1981). https://doi.org/10.1007/BF00899784
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00899784