Document Type



Doctor of Philosophy


Chemistry, Organic

Date of Defense


Graduate Advisor

Eike Bauer, PhD


Wesley Harris

Christopher Spilling

Keith Stine


Several new η5-indenyl (Ind) complexes of iron featuring phosphinooxazoline (PHOX) ligands were synthesized and spectroscopically characterized and in a few cases structurally. The complexes were synthesized using phosphinooxazoline ligands and the corresponding iron precursor [Fe(η5-Ind) I(CO)2], yielding novel piano-stool iron complexes of the general formula [Fe(η5-Ind)(CO)(PHOX)]+ in 73% to 81% isolated yields. The complexes were tested for their efficacy in a carbon-carbon bond formation known as the Mukaiyama aldol reaction. The [Fe(η5-Ind)(CO)(PHOX)]+ complexes were capable of activating the carbonyl of aromatic aldehydes towards by attack 1-(tertbutyldimethylsilyloxy)-1-methoxyethene to form the expected silyl protected β-hydroxyesters. In these complexes, the η5-η3 haptotropic shift of the indenyl ligand, have shown to undergo this shift 100 times faster than their cyclopentadienyl (Cp) analogues. Accordingly, a noticeable increase in catalytic activity was observed in the Mukaiyama aldol reaction upon exchange of the Cp ligand for the Ind ligand

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