Honors Program Theses


Open Access Honors Program Thesis

First Advisor

R. Martin Chin


The ligand 4,4,8,8-tetramethyl-tetrahydro-s-indacene(l) has been synthesized and complexed to the metal center ruthenium. However, the abilities of these metal complexes to achieve a C-H bond activation have been limited. It was hypothesized the metal complex's exceedingly low solubility in the solvent, which also serves as the substrate, was the reason for this low conversion. The synthesis of2,6-ditert-butyl-4,4,8,8,tetramethyl-1,4,7,8-tetrahydro-sindacene (2) by the addition oft-butyl groups to ligand 1 should confer greater hydrophobic properties on the analogous metal complexes making them more soluble in the nonpolar solvent. 2 was successfully synthesized by the reaction of dilithium 4,4,8,8-tetramethyl-1,4, 7,8- tetrahydro-s-indacene-1, 7-diide with Ni(dppf)Br2 and t-Butyl bromide in dioxane and was characterized by 1 H NMR, 13C NMR spectroscopy, attached proton test (APT) and elemental analysis. Additionally, this ligand was complexed to ruthenium forming the metal complex [RuCl(µ-Cl)h(µ-diCprnu) (3). This complex was characterized by 1 H NMR, 13C NMR, APT spectroscopy and X-ray crystallography. X-ray crystal structure showed the cis version had been successfully isolated.

Year of Submission



Department of Chemistry and Biochemistry

University Honors Designation

A thesis submitted in partial fulfillment of the requirements for the designation University Honors


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Date Original


Object Description

1 PDF file (vii, 30 pages)