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Table 6 Total energies, Gibbs free energies (298 K), and structural properties for the σ-complexes, 4-Ac,y′-Ac,y′-H +

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 4-Ac,4′- Ac,4′-H+(kJ mol−1) θa(degrees)
4-Ac,2′-Ac,2′-H+ −847.582972 −847.310553 6.6 31.8
4-Ac,4′-Ac,4′-H+ −847.585556 −847.313061 0 23.9
4-Ac,5′-Ac,5′-H+ −847.571021 −847.300305 33.5 36.5
4-Ac,6′-Ac,6′-H+ −847.584905 −847.312773 0.8 32.3
  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.