High field deuterium NMR provides a new and simple method for establishing the degree of aromaticity of a compound. The procedure is based on the determination of the magnetic susceptibility anisotropy from quadrupolar deuterium couplings of molecules in solution aligned by the magnetic field. The technique is illustrated for some deuterated dialkylbenzenes (2d, 3e, 4e) and applied to [8,11-2H2]metacyclophane (1d). Surprisingly, 1d is found to be fully aromatic in spite of its strongly bent benzene ring.
ASJC Scopus subject areas
- Colloid and Surface Chemistry