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Table 3 Total energies, Gibbs free energies (298 K), and structural properties for 3,3′-dimethylbiphenyl and the monoacetyl isomers, x-Ac

From: A reactivity-selectivity study of the Friedel-Crafts acetylation of 3,3′-dimethylbiphenyl and the oxidation of the acetyl derivatives

Substituent Total energy E (a.u.) G298(a.u.) G298relative to 5-Ac (kJ mol−1) θa(degrees) ϕb(degrees)
None −541.963044 −541.768297 38.7
2-Ac −694.601204 −694.371990 33.7 49.1 60.8
4-Ac −694.610042 −694.380270 12.0 37.3 0.2
5-Ac −694.612983 −694.384835 0 39.0 0.7
6-Ac −694.604265 −694.376276 22.5 54.4 31.3
  1. Results from DFT B3LYP 6-31 G(d,p) calculations. aDihedral angle between the two benzene rings taken as the average of the C2-C1-C1′-C6′ and C6-C1-C1′-C2′ dihedral angles. bDihedral angle between the carbonyl group and the benzene ring to which it is attached taken as the CAr-CAr-C = O dihedral angle.