Molecular Structure of the Product of the Self-Condensation of Anthranilic Acid
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science
The eight-membered heterocycle of the tetrameric product of the self-condensation of anthranilic acid, which is a model of the elementary unit of the corresponding polyquinazolones, has the boat conformation with flexure angles of 53–56‡, which significantly exceed the values usually observed for cyclooctatetraene systems (39–45‡). This should produce substantial steric hindrance in the corresponding polymer chain taking account of the cis arrangement of the quinazolone fragments relative to the eight-membered ring.
Lindeman, Sergey; Ponomarev, Igor I.; Skuratova, N. A.; and Vinogradova, S. V., "Molecular Structure of the Product of the Self-Condensation of Anthranilic Acid" (1990). Chemistry Faculty Research and Publications. 731.