K. Wozniak et al., DESYMMETRIZATION OF NAPHTHALENE MOIETY AS A RESULT OF DIFFERENT SUBSTITUTIONS AT PERI POSITIONS, Polish Journal of Chemistry, 68(4), 1994, pp. 763-775
Changes of geometrical parameters of naphthalene rings are discussed i
n terms of variation of hybridization, electronegativity and charge at
nitrogen atoms attached at peri positions (1,8-substitution) to the b
asic naphthalene moiety.Hydrogen bond interactions are suggested based
on residual electron density distributions and their structural impli
cations are discussed. Differences in conjugation of NH2 group and pyr
idinium moiety with naphthalene rings are sufficiently significant to
show differences of shapes in the perpendicular section of C(ar)-N bon
ds.