PROTON COUPLING CONSTANTS IN SUBSTITUTED CYCLOPROPANES
Open Access
- 1 March 1963
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 41 (3), 684-689
- https://doi.org/10.1139/v63-096
Abstract
Coupling constants between geminal protons are reported for a number of cyclopropane derivatives. They are compared with results from previous work and other values in the literature. It is suggested that the geminal couplings are of opposite sign to the vicinal couplings and therefore negative. Comparison of the H—C—H angles with the former are therefore no longer valid. It is also suggested that the geminal couplings are zero in ethylene sulphides and positive in epoxides and that there is a change in sign in going from carbon through sulphur to oxygen as the third atom in the ring. The vicinal coupling constants depend on the dihedral angle as predicted by theory but the substituent effects do not appear to follow a simple dependence on the electronegativity as they do in substituted ethanes.Keywords
This publication has 7 references indexed in Scilit:
- Proton Magnetic Resonance Spectra of Cyclopropane DerivativesJournal of the American Chemical Society, 1962
- The nature of bonds between carbon atoms how they vary with environmentTetrahedron, 1962
- NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY. ABNORMAL SPLITTING OF ETHYL GROUPS DUE TO MOLECULAR ASYMMETRY. II.1Journal of the American Chemical Society, 1961
- OPPOSITE RELATIVE SIGNS OF GEMINAL AND VICINAL PROTON-PROTON COUPLING CONSTANTS IN SATURATED ORGANIC MOLECULES1Journal of the American Chemical Society, 1961
- Carbenes from Alkyl Halides and Organolithium Compounds. I. Synthesis of Chlorocyclopropanes1Journal of the American Chemical Society, 1960
- Fine Splittings in the Nuclear Magnetic Resonance Spectra of Alkyl DerivativesThe Journal of Chemical Physics, 1956
- Electron Diffraction Investigations of Molecular Structures. II. Results Obtained by the Rotating Sector Method.Acta Chemica Scandinavica, 1947