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Synthesis and coordination chemistry of new oxazoline and benzoxazole based ligands with lanthanides

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Please use this identifier to cite or link to this item: http://hdl.handle.net/1928/9343

Synthesis and coordination chemistry of new oxazoline and benzoxazole based ligands with lanthanides

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Title: Synthesis and coordination chemistry of new oxazoline and benzoxazole based ligands with lanthanides
Author: Shirima, Edicome Cornel
Advisor(s): Paine, Robert Treat
Committee Member(s): Deck, Lorraine M., Gary W. and Richard A. Cooper, and Kemp
Department: Unversity of New Mexico. Dept. of Chemistry and Chemical Biology.
Subject(s): Oxazoline
Benzoxazole
Ligands
Lanthanides
Coordination chemistry
Phosphine oxide
LC Subject(s): Ligands--Synthesis.
Coordination compounds--Synthesis.
Organorare earth metal compounds--Synthesis.
Degree Level: Doctoral
Abstract: In Chapter 1, a brief literature review on the chemistry of lanthanides (Ln) and actinides (An) is described. In addition, the coordination chemistry of lanthanides/actinides with various ligands comprised of organic backbones has also been described. In Chapters 2 and 3 the syntheses of oxazoline and benzoxazole ligands is described. Both ligands contain a hard donor group (P=O) and the nitrogen (N) atom from the heterocycle as a relatively softer donor atom. In Chapter 2 the oxazoline ligand was synthesized in two steps reaction that involves substitution with Ph2P group and oxidation of the phosphine into P=O by air. The target compound, 2-[(diphenylphosphinoyl)methyl]-4,5-dihydro-oxazole, 19 was fully characterized by spectroscopic methods. Single crystals suitable for X-ray diffraction of the target molecule were grown from a capped hot ethyl acetate solution for several hours. The coordination with lanthanides was demonstrated by isolation of a complex using Nd(III). Single crystal X-ray diffraction analysis of the Nd(III) complex shows bidentate bonding via the P=O group and N donor atom. In Chapter 3, a series of target benzoxazole based ligands 25a-25d are described. All ligands contain the hard P=O and nitrogen (N) donor groups. These ligands have been fully characterized using elemental analysis, mass spectrometry and spectroscopic analysis. Single crystals suitable for X-ray diffraction studies for 25a-25d were grown from different solvents. The coordination complexes were formed with Nd(III) and Yb(III). Single crystal X-ray diffraction studies were completed. Only 25a complex with Nd(III) reveals bidentate coordination via P=O and N groups, the rest show monodentate coordination via P=O group only. In Chapter 4 a syntheses and coordination summary that is described in Chapters 2 and 3 is provided. It is expected that some of the ligands prepared in this study may have the potential toward actinide(III) extraction, and this will be examined in future collaborative studies.
Graduation Date: May 2009
URI: http://hdl.handle.net/1928/9343

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