CONFORMATIONAL PREFERENCE IN N,N-DIMETHYL-9-CARBOXAMIDO-9,10-DIMETHYLACRIDANE DETERMINED BY NMR SPECTROSCOPY

The NMR spectrum of N,N‐dimethyl‐9‐carboxamido‐ 9,10‐dimethylacridane at ambient 41° revealed a chemical shift difference of 42 c.p.s. between the two amide methyl groups. At higher temperatures the peaks of the methyl groups moved toward each other, and finally, at 96° coalesced into a single peak. It was concluded that the amide moiety exists in a preferred conformation whereby the methyl group that is trans to the carbonyl oxygen is conformationally oriented over the aromatic system. Copyright © 1969 Wiley‐Liss, Inc., A Wiley Company