Carbamoylmethylphosphinoxide derivatives based on the triphenylmethane skeleton. Synthesis and extraction properties.
Two different strategies were used to synthesize tri(2-alkoxy-5-nitrophenyl)methanes 6a,b. The X-ray structures of 6a and its precursor 5 show the molecules in a conformation with a syn-orientation of the nitro and alkoxy groups. Hydrogenation and acylation by the appropriate active ester gave the corresponding tri-CMPO derivatives 4a,b. Their ability to complex lanthanide ions was studied by NMR spectroscopy and by nuclear magnetic relaxation dispersion and further characterized by quantum mechanical calculations. Extraction experiments from acidic solution to dichloromethane reveal a reasonable selectivity of Am(III) over Eu(III), but in contrast to similar tetra-CMPOs derivatives of calix[4]arenes the distribution coefficients strongly decrease with increasing concentration of HNO(3).
Rudzevich
Valentyn
V
Abteilung Lehramt Chemie, Fachbereich Chemie und Pharmazie and Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, D-55099 Mainz, Germany.
Schollmeyer
Dieter
D
Braekers
Damien
D
Desreux
Jean F
JF
Diss
Romain
R
Wipff
Georges
G
Böhmer
Volker
V