Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs

JIMENA E. DÍAZ; NADIA GRUBER; LUDOVICO LUNAZZI; ANDREA MAZZANTI; LILIANA R. ORELLI

TETRAHEDRON

PERGAMON-ELSEVIER SCIENCE LTD

Lugar: Amsterdam; Año: 2011 vol. 67 p. 9129 - 9133

0040-4020

The 1-(2-nitrophenyl)-2-(2-methylphenyl)-1,4,5,6-tetrahydropyrimidine and its five- and seven membered ring analogs were synthesized and their conformational properties investigated by low temperature NMR spectroscopy and DFT theoretical calculations. Restricted rotation of the aryl substituents were observed in all cases and the corresponding barriers determined. In the case of the six membered ring derivative the additional conformers resulting from a ring inversion process were also detected.