High‐Yield, One‐Pot Syntheses of Symmetrical Diaryl‐N,N‐dialkyl Carbamoylmethylphosphine Oxide (CMPO) Ligands.

Abstract

Organo-phosphorus compoundsOrgano-phosphorus compounds S 0080 High-Yield, One-Pot Syntheses of Symmetrical Diaryl-N,N-dialkyl Carbamoylmethylphosphine Oxide (CMPO) Ligands. -A simple one-pot process is reported for the synthesis of title compounds (III) useful as actinoid extractants. -(GUILLORY, P.; KAPOOR, R. N.; PANNELL*, K. H.; SCHULTE, L.; MCKEE, S. D.; ZHANG, Z.-Y.; BARTSCH, R. C.; Synth. Commun. 33 (2003) 2, 325-330; Dep. Chem., Univ. Tex., El Paso, TX 79968, USA; Eng.) -H. Haber 22-184

Investigating Bidentate and Tridentate Carbamoylmethylphosphine Oxide Ligand Interactions with Rare-Earth Elements Using Electrospray Ionization Quadrupole Ion Trap Mass Spectrometry

“…Ligand Synthesis and Characterization. The synthesis of ligand A was recently reported 75 as was its structure, along with those of the uranyl and some organotin chloride complexes. 76 The presence of the potentially reactive P(O)-CH 2 -C(O) methylene group suggests that a series of derivatives could be forthcoming via substitutions at this position.…”

“…Indeed, the Paine group reported that treatment of R 2 P(O)CH 2 C(O)NEt 2 (R ) EtO, Ph) with NaH followed by addition of substituted benzyl chlorides 77 ligands. [75][76][77][78] Because of the asymmetric center at the PCH atom, many of the NMR signals are doubled, as noted above.…”

“…The di(tert-butylphenyl)-N,N-diisobutylcarbamoylmethylphosphine oxide ligand (A) was synthesized using a recently published procedure. 75 The synthesis of ligand B is outlined below. Tributyl phosphate and the lanthanide salts were purchased from Aldrich Chemicals (St. Louis, MO) and used without further purification.…”