Date of Award
College of Science
Type of Degree
This thesis reports the synthesis of an organic molecule, 1,4-bis(2,3,4,5-tetramethylcyclopentadienyl)butane by two different methods, in about 75% and 85% crude yield. Deprotonation of this molecule followed by reaction with FeCl2 generated the tethered ferrocene, octamethylferrocenophane. Although the yield was low in the first attempt (2%), this molecule has been characterized through NMR spectroscopy, X-ray crystallography, electronic spectroscopy, elemental analysis, and decomposition temperature. A computational study was performed to determine the energy gap between each minimum energy structure. It was found that the energy barrier was not high enough to prevent a rapid interconversion between the two structures of minimum energy on the NMR time scale. The attempted syntheses of both 1,1'-(tetramethylene)ferrocenium tetracyanoethanide and 1,1'-(tetramethylene)cobaltocenium hexafluorophosphate are also reported, although the identity of neither compound has been confirmed.
Wilson, Benjamin Mark, "Synthesis, Characterization and Computational Study of Octamethylferrocenophane" (2012). Theses, Dissertations and Capstones. 208.