Diane Dickie - Synthesis and f-element ligation properties of NCMPO-decorated pyridine N-oxide platforms.

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      Ouizem, Sabrina, Rosario-Amorin, Daniel, Dickie, Diane A., Paine,   Robert T., de Bettencourt-Dias, A., Hay, Benjamin P., Podair,   Julien, Delmau, Laetitia H. Dalton Transactions  43 (22) 8368-8386

      Abstract: Stepwise syntheses of   2-{[2-(diphenylphosphoryl)acetamido]methyl}pyridine 1-oxide,   2-[Ph2P(O)CH2C(O)N(H)CH2]C5H4NO (6),   2-{[2-(diphenylphosphoryl)acetamido]methyl}-6-[(diphenylphosphoryl)methyl]pyrid ine   1-oxide, 2-[Ph2P(O)CH2C(O)N(H)CH2]-6-[Ph2P(O)CH2]C5H3NO (7) and   2,6-bis{[2-(diphenylphosphoryl)acetamido]methyl}pyridine 1-oxide,   2,6-[Ph2P(O)CH2C(O)N(H)CH2]2C5H3NO (8), are reported along with   spectroscopic characterization data and single crystal x-ray   diffraction structure detn. for 6·2H2O, 7 and   2,6-[Ph2P(O)CH2C(O)N(H)CH2]2C5H3N·MeOH 18·MeOH, the pyridine   precursor of 8. Mol. mechanics computations indicate that 6, 7   and 8 should experience minimal steric hindrance to donor group   reorganization that would permit tridentate, tetradentate and   pentadentate docking structures for the resp. ligands on   lanthanide cations. However, crystal structure detn. for the   lanthanide complexes, {[Yb(6)(NO3)3]·(MeOH)}n,   {[Lu(6)(NO3)3]·(MeOH)}n, {[Er(6)2(H2O)2](NO3)3·(H2O)4}n,   {[La(13)(NO3)3(MeOH)]·(MeOH)}n,   {[Eu(7)(NO3)2(EtOAc)0.5(H2O)0.5](NO3)}2·MeOH and   [Dy3(7)4(NO3)4(H2O)2](NO3)5·(MeOH)5·(H2O)2 reveal solid-state   structures with mixed chelating/bridging ligand : Ln(III)   interactions that employ lower than the maximal denticity. The   binding of 6 and 7 with Eu(III) in the solid state and in MeOH   solns. is also accessed by emission spectroscopy. The acid   dependence for solvent extns. with 6 and 7 in 1,2-dichloroethane   for Eu(III) and Am(III) in nitric acid solns. is described and   compared with the behavior of   n-octyl(phenyl)-N,N-diisobutylcarbamoylmethylphosphine oxide   (OPhDiBCMPO, 1b) and 2-[(diphenyl)phosphinoylmethyl]pyridine   N-oxide (DPhNOPO, 4a). [on SciFinder(R)]

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