13C nuclear magnetic resonance spectra of alkyl indoles including derivatives of hexahydroechinulin
- 15 September 1976
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 54 (18) , 2915-2918
- https://doi.org/10.1139/v76-412
Abstract
Revised structures for 4-bromohexahydroechinulin and 6-nitrohexahydroechinulin have been established using 13C nmr spectroscopy. For this purpose the substituent parameter for the nitro group at a site flanked by two methyl groups has been measured. Inconsistencies in previous data on alkyl indoles in comparison with hexahydroechinulin suggested a reassignment of the C4 and C6 signals in 5-methylindole, which we have proven by single frequency spin-decoupling experiments. The original data on methyl indoles has been retabulated to include the above reassignments and others recently reported by Gribble et al. A more consistent and reliable set of methyl substituent parameters is thereby obtained.Keywords
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