Vianey Juárez-Rangel
Project Year
Vianey Juárez-Rangel

Metal multiple ligand bonds could pose as a synthetic route for carbon selectivity reactions in organic synthesis. Allenylidene complexes, which are composed of three carbons double bonded to each other, demonstrate carbon polarity from the resulting resonance structures. The resonance forms could be taken advantage of to form new bonds to specific carbons through nucleophilic attacks. While most allenylidenes are present in a III resonance form, a nickel derivative is hypothesized to occur in the II form. This project, based on the insights gained from our group’s previous uranium allenylidene complex, aimed to synthesize a nickel allenylidene utilizing β-diketiminate and 3,3-diphenylcyclopropene as ligands. The synthetic approach however, resulted in a nickel indenyl structure. The nickel indenyl is proposed to have occurred from an isomerization of the 3,3-diphenylcyclopropene ligand by a spontaneous carbene formation without any heat or light activation. The carbene’s reactivity makes the isolation of its intermediate challenging, but the proposed pathway to the nickel indenyl could be proven by utilizing a Lewis base to form a 2+2 cycloaddition structure that could be isolated.

Major
Chemistry
University
The University of Texas at El Paso
Departments:
Chemistry and Biochemistry