Date of Award
2016
Degree Name
Chemistry
College
College of Science
Type of Degree
M.S.
Document Type
Thesis
First Advisor
Michael Castellani
Second Advisor
John Hubbard
Third Advisor
Robert Morgan
Abstract
Metallocenophanes are metallocenes in which the cyclopentadienyl ligands are connected by a molecular bridge. Recently, metallocenophanes have received increasing attention because of their structure, chemical reactivity, and potential use as building blocks for new materials. Even though metallocenophanes have been synthesized by different methods, the majority of these methods involved the use of iron with rare examples of other metals. Therefore, a new method was employed that in addition to making ferrocenophane, will allow us to synthesize metallocenophanes with V, Cr, Mn, Co, and Ni as central metals. This thesis reports the synthesis of [4]ferrocenophane via a “flytrap” route. The reaction of sodium cyclopentadienide with 1,4-dibromobutane afforded the ligand 1,4-bis(cyclopentadienyl)butane (86% yield of crude product). The ligand was deprotonated by butyllithium which after treating it with ferrous chloride afforded the final product as an orange solid in overall of (13% yield of crude product). The 1H NMR confirmed the synthesis of [4]ferrocenophane. UV-Visible data analysis was used to confirm the parallel planar structure of the cyclopentadienyl rings in this compound.
Subject(s)
Metallocenes.
Chemistry.
Recommended Citation
Al-doori, Ahmed Sabah, "Syntheses and characterization of [4]Ferrocenophane" (2016). Theses, Dissertations and Capstones. 1009.
https://mds.marshall.edu/etd/1009
