Topological influences on the carcinogenicity of aromatic hydrocarbons. I. The bay region geometry
Paul G. Seybold · International Journal of Quantum Chemistry · 2009
Graph theory provides a means for obtaining mathematical measures of molecular topological features. A graph theoretical atomic index is described which expresses the relative connectivity of an atom to the remainder of a molecular structure. This index allows an alternative and complementary interpretation of concepts described earlier by J. P. Lowe and B. D. Silverman [J. Am. Chem. Soc. 1981, 103, 2852-2855 (1981)] regarding the ease of formation and stability of “bay region” triol carbonium ions. Bay region carbonium ions are more stable because they form at positions more strongly connected to aromatic structures than alternative sites.