Total spontaneous resolution of a cyanoguanidine showing only conformational chirality

Abstract
The total spontaneous resolution of N-(4-chlorophenyl)-N′-cyano-N,N″ ,N″-trimethylguanidine, a compound which shows only conformational chirality, is described; variable temperature NMR experiments show that rotation of the dimethylamino group is rapid in solution at room temperature as is conformer interconversion by rotation of the arylmethylamino group.

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