Date of Award
Spring 2006
Document Type
Dissertation - Restricted
Degree Name
Doctor of Philosophy (PhD)
Department
Chemistry
First Advisor
Donaldson, William
Second Advisor
Sem, Daniel
Third Advisor
Wilkie, Charlie
Abstract
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...