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Communication | Regular issue | Vol 4, No. 7, 1976, pp.1249-1255
Published online, 1st January, 1970
DOI: 10.3987/R-1976-07-1249
13C-NMR of 1,3-Disubstituted 1,2,3,4-Tetrahydro-β-carbolines

Joseph Sandrin, Dave Soerens, and James M. Cook*

*Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, U.S.A.


The stereochemistry of cis and trans-l,3-disubstituted-1,2,3,4-tetrahydro-β-carbolines has been determined by 13C-NMR for a variety of 1-phenyl- and 1-cyclohexyl-β-carboline derivatives. The signals due to carbon atoms 1 and 3 in the trans isomers appear consistently at higher field in the 13C-NMR spectra than the analogous carbons of the cis isomers. This is presumably due to the 1, 3 interactions present in the trans bases which do not occur in the cis compounds.