Synthesis of A Fluorine-Containing Ligand and Their Metallation

Poster Number

22

Lead Author Major

Biochemistry

Format

Poster Presentation

Faculty Mentor Name

Qinliang Zhao

Faculty Mentor Department

Chemistry

Abstract/Artist Statement

The activation of a C-F bond via an efficient catalyst is not only strenuous but is vital to our environment. In this process, concentration is being placed in order to prevent the buildup of harmful gases that are in our atmosphere; in which it occurs due to the combustion of the fluorinated compounds. The aim of this project is to design and synthesize fluorine-containing diamine ligands that will build metal-fluorine secondary interactions upon complexation. The metal compounds could potentially activate carbon-fluorine bond on the ligand. First, the diimine ligand precursor, (N1E,N2E)-N1,N2-bis(2- fluorobenzylidene)ethane-1,2-diamine, was prepared by the condensation of ethylenediamine with two equivalents of 2-fluorobenzaldehyde in methanol. The cream colored product was then collected and washed with cold methanol. The ligand was characterized by NMR spectroscopy that indicated its purity. The diimine was then reduced to give the final ligand product N1,N2- bis(2-fluorobenzyl)ethane-1,2-diamine. The brown oil-like product was analyzed using NMR spectroscopy and mass spectroscopy. Metallation reactions of the ligand with various copper salts were explored. My poster will impart detailed information regarding procedures conducted and data acquired from my project.

Location

DeRosa University Center, Ballroom

Start Date

25-4-2015 2:00 PM

End Date

25-4-2015 4:00 PM

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Apr 25th, 2:00 PM Apr 25th, 4:00 PM

Synthesis of A Fluorine-Containing Ligand and Their Metallation

DeRosa University Center, Ballroom

The activation of a C-F bond via an efficient catalyst is not only strenuous but is vital to our environment. In this process, concentration is being placed in order to prevent the buildup of harmful gases that are in our atmosphere; in which it occurs due to the combustion of the fluorinated compounds. The aim of this project is to design and synthesize fluorine-containing diamine ligands that will build metal-fluorine secondary interactions upon complexation. The metal compounds could potentially activate carbon-fluorine bond on the ligand. First, the diimine ligand precursor, (N1E,N2E)-N1,N2-bis(2- fluorobenzylidene)ethane-1,2-diamine, was prepared by the condensation of ethylenediamine with two equivalents of 2-fluorobenzaldehyde in methanol. The cream colored product was then collected and washed with cold methanol. The ligand was characterized by NMR spectroscopy that indicated its purity. The diimine was then reduced to give the final ligand product N1,N2- bis(2-fluorobenzyl)ethane-1,2-diamine. The brown oil-like product was analyzed using NMR spectroscopy and mass spectroscopy. Metallation reactions of the ligand with various copper salts were explored. My poster will impart detailed information regarding procedures conducted and data acquired from my project.