Date of Award


Degree Name

Master of Arts



First Advisor

Dr. William J. Kelly

Second Advisor

Dr. James Howell

Third Advisor

Dr. Robert E. Harmon

Access Setting

Masters Thesis-Open Access


In these studies, the synthesis of [2.3](1,3)cyclopentadiendoparacyclophane was attempted. Like ferrocene and [2.2]paracyclophane, it is expected to exhibit transannular π-electronic interaction throughout its molecular structure and therefore, one dimensional semiconductivity.

The preparation of dialkylferrocenes had resulted in complex inseparable mixtures. Due to the fluxional nature of its intermediates, their conversion to stable Diels-Alder adducts would facilitate analysis. In this project, certain Diels-Alder adducts of bis-cyclopentadienyliron dicarbonyl intermediates were prepared for analysis.

Very few transition metal complexes of pyrrole are currently known. [2.2](2,5)Pyrroloparacyclophane was perceived to be stable especially as a part of an iron sandwich complex. The final phase of this project involves the attempted synthesis of the [2.2](2,S)pyrroloparacyclopharie analogue of diazaferrocene.

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