Perfluorophenyl phosphonate analogues of aromatic amino acids: Synthesis, X-ray and DFT studies. Issue 9 (1st March 2018)

• Record Type: Journal Article
• Authors: Pawłowska, Agata; Volle, Jean-Noël; Virieux, David; Pirat, Jean-Luc; Janiak, Agnieszka; Nowicki, Mateusz; Hoffmann, Marcin; Pluskota-Karwatka, Donata
• Is Part Of: Tetrahedron. Volume 74:Issue 9(2018)
• Page Start: 975
• Page End: 986
• Publication Date: 2018-03-01
• Subjects: Fluorinated aminophosphonates -- Phenylglycine -- Homophenylalanine -- Amino acids -- DFT calculations -- X-ray analysis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.01.019
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: 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 α-aminophosphonates have a big potential for biological activity, and through SN Ar reactions may give an entrance to further structurally variable analogues of both amino acids. Graphical abstract: