Perfluorophenyl phosphonate analogues of aromatic amino acids: Synthesis, X-ray and DFT studies

Novel perfluorophenyl phosphonate analogues of phenylglycine and homophenylalanine were prepared in good to excellent yields, and subjected to solid state characterization by single-crystal X-ray diffraction analysis, and to investigations with the use of DFT methods. The alpha-aminophosphonates have a big potential for biological activity, and through SNAr reactions may give an entrance to further structurally variable analogues of both amino acids. (C) 2018 Elsevier Ltd. All rights reserved.