Date of Award

Spring 2006

Document Type

Dissertation - Restricted

Degree Name

Doctor of Philosophy (PhD)



First Advisor

Donaldson, William

Second Advisor

Sem, Daniel

Third Advisor

Wilkie, Charlie


While (η5 -pentadienyl)iron(1+) cations were first prepared more than 40 years ago, the reactivity of these complexes is of continuing interest, particularly for the synthesis of conjugated polyenes. These type of cationic complexes are powerful electrophiles and the site of nucleophilic attack is dependent on substituents on the pentadienyl ligand, the nature of the nucleophile, counter ion and "spectator" ligands on the comples. Tricarbonyl(1-methoxycarbonyl-5-phenylpentadienyl)iron(+1) hexaflurophophate was prepared in two steps from tricarbonyl(methyl 6-oxo-2,4-hexadienoate)iron. While addition of carbon and heteroatom nucleophiles to this 1,5-disubstituted cation generally occurs at the phenyl-substituted dienyl carbon to afford (2,4-dienoate)iron complexes, the addition of phthalimide proceeded at C2 to afford a (pentenediyl)iron complex. The (Pentenediyl)iron complex was structurally characterized by X-ray diffraction analysis...



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