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- W1973348365 abstract "Aus den Grössen der vicinalen Kopplungskonstanten werden die Konformationen der Substituenten am 1,4-Dioxenring1 des monosubstituierten Phenanthrodioxen-systems ermittelt. Während Phenyl- und Naphthylgruppen fast ausschliesslich äquatorial orientiert sind, liegen bei den Substituenten R = SC2H5, OC2H5, OC6H5 und Cl Gleichgewichte zwischen den beiden Halbsesselkonformeren vor, wobei die axiale Orientierung in der genannten Reihenfolge zunehmend bevorzugt ist. Die Zuordnung von cis- bzw. trans-Konfigurationen bei den disubstituierten Dioxenderivaten, die bei der Photoaddition von Phenanthrenchinon an die Olefine: Stilben, 1-Phenyl-propen-(1) und β-Äthoxystyrol sowie bei der thermischen Addition von Tetrachlor-o-benzochinon an β-Äthoxystyrol entstehen, wird aufgrund von Kopplungskonstanten und chemischer Verschiebung der vicinalen Ringprotonen getroffen. The conformations of substituents attached to the 1,4-dioxene1 ring of the monosubstituted phenanthrodioxene system have been established from coupling constants of the vicinal dioxene ring protons. Phenyl and naphthyl are found to be almost exclusively fixed in the equatorial position. With the substituents R = SC2H5, OC2H5 and Cl the dioxene ring exists in equilibrium between its two half chair conformations, the axial orientation of the substituents being increasingly predominant in this sequence. The assignment of cis- and trans-configurations to disubstituted phenanthro- and tetrachlorobenzo-dioxene derivatives obtained from photoadditions f 9,10-phenanthrene-quinone to the olefins: stilbene, 1-phenyl-propene-(1), β-ethxystyrene and from the thermal reaction between tetrachloro-o-benzoquinone and β-ethoxystyrene, respectively, is based upon coupling constants and chemical shifts of the vicinal ring protons." @default.
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- W1973348365 date "1966-01-01" @default.
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- W1973348365 title "NMR-untersuchung zur konformation von derivaten des 1,4-dioxens" @default.
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- W1973348365 doi "https://doi.org/10.1016/s0040-4020(01)82144-x" @default.
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