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RESEARCH PRODUCT
Zur Struktur der Produkte der Reaktion vonE/Z-1-Benzolsulfonyl-3-(1-pentenyl)-indol mit N-Phenylmaleinimid: Ein erster Beitrag zur Konfigurations- und Konformationsanalyse in der Vinylindol-Cycloadditionsreihe
Gerlinde FrenzenHans-joachim SattlerLudwig PfeufferWerner MassaUlf Pindursubject
chemistry.chemical_compoundchemistryStereochemistryCyclohexane conformationProton NMRCyclohexeneLiquid phaseGeneral ChemistryX ray analysisRing (chemistry)description
The products2,3 of the reaction ofE/Z-1-benzenesulfonyl-3-(1-pentenyl)-indole (1) and N-phenylmaleimide were analysed by1H-NMR spectroscopy. Exemplarily, the structure elucidation of theendo-cyclo-adduct2 b was achieved by using several NMR techniques (diff. NOE-, INDOR-measurements, decoupling experiments, spectra simulation). The1H-NMR-spectroscopically gained prediction of relative configuration and conformation of2 b was supported on X-ray analysis. The cyclohexene ring of the new cycloadducts adopts in the liquid phase and in the crystal a slightly twisted boat conformation.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1988-11-01 | Monatshefte f�r Chemie Chemical Monthly |