1970
DOI: 10.1139/v70-513
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Etude par résonance magnétique nucléaire à température variable de composés apparentés au méthylènecyclohexane

Abstract: Spectral modifications have been observed in the n.m.r. spectra of difluoromethylenecyclohexane, isopropylidenecyclohexane, and dichloromethylenecyclohexane. The free energy barriers for conformational interconversion in these compounds have been estimated and are discossed.

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Cited by 11 publications
(2 citation statements)
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“…In fact it has been shown (40) that torsional energy accounts for a !arge part of the energy difference between the chair and the inversion transition state of cyclohexane. The variation in AG' values of the sixmembered cyclic compounds listed in Table 1 was consequently rationalized convincingly in terms of the ease of rotation of the bonds adjacent to the .sp2 carbon (24,25). Table 1 reveals a very similar trend for both the six-and seven-membered cyclic compounds listed, such that it is Jery tempting to suggest that inversion in the second series of compounds also proceeds t h r o~g h a pathway involving appreciable rotation cf the bonds adjacent to the sp2 carbon atom and consequently that the chair conformation of these compounds inter- Furthermore, the higher AG* value determined for 4 compared to 5 is consistent with a C(5) wag.…”
Section: Spectral Analjlsi~mentioning
confidence: 74%
“…In fact it has been shown (40) that torsional energy accounts for a !arge part of the energy difference between the chair and the inversion transition state of cyclohexane. The variation in AG' values of the sixmembered cyclic compounds listed in Table 1 was consequently rationalized convincingly in terms of the ease of rotation of the bonds adjacent to the .sp2 carbon (24,25). Table 1 reveals a very similar trend for both the six-and seven-membered cyclic compounds listed, such that it is Jery tempting to suggest that inversion in the second series of compounds also proceeds t h r o~g h a pathway involving appreciable rotation cf the bonds adjacent to the sp2 carbon atom and consequently that the chair conformation of these compounds inter- Furthermore, the higher AG* value determined for 4 compared to 5 is consistent with a C(5) wag.…”
Section: Spectral Analjlsi~mentioning
confidence: 74%
“…778–66–5) are commercial. Compounds 10b , 10c , Z- 10e , , 10d ( =10p ), , E- 10e , , 10j , 10k , 10l , Z - 10n , 10o , and 11 have been described previously.…”
Section: Experimental Sectionmentioning
confidence: 86%