2-Arylperimidine derivatives. Part 1. Synthesis, NMR spectroscopy, X-ray crystal and molecular structures

Abstract

The synthesis and NMR spectroscopy of seven 2-phenyl- 2-(2-hydroxyphenyl)- and 2-(2-methoxyphenyl)perimidines 1–7 are described. The X-ray structural characterization of four perimidine derivatives: 2-(2-hydroxyphenyl)perimidine (2), 2-(9-anthryl)perimidine (4), 1-methyl-2-phenylperimidine (5) and 1-methyl-2-(2-methoxyphenyl)perimidine (7) is reported. The conformation of the molecules in the crystal has been compared with the results of a quantum chemical analysis at the AM1 level. The agreement between the predicted and the experimental conformations depends on the presence of strong intramolecular hydrogen bonds.