Structural Modification Of Phenanthroline Compound

Nadia Masood, Montclair State University

Description

Modifying the structures of organic compounds is necessary to synthesize organometallic compounds. The chemicals produced by organometallic catalysis are used in industries such as health care, crop production and consumer products.The objective of our research is to structurally modify a chemical compound (phenanthroline) using a nucleophile (Grignard reagent) prepared in the lab using air-free techniques. This allows us to work towards our larger goal of synthesizing diarylated phenanthroline compounds. The Grignard reagent was initially synthesized in the Schlenk line using magnesium, bromoanisole and solvent and then added to the phenanthroline compound all under nitrogen. The prediction was to form a diarylated phenanthroline compound with the two aryl groups attaching to the phenanthroline at the ortho positions.The success of the reactions was determined by characterizing the products by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and chromatography. A mono-arylated phenanthroline was formed along with traces of diarylated phenanthroline. An isomer of the mono-arylated phenanthroline was also observed which is crucial to analyze the selectivity of the reagents used in our procedure. Overall, with a few changes in our experimental methods we hope to optimize the yield for the diarylated phenanthroline product.

 
Apr 26th, 2:15 PM Apr 26th, 3:15 PM

Structural Modification Of Phenanthroline Compound

Modifying the structures of organic compounds is necessary to synthesize organometallic compounds. The chemicals produced by organometallic catalysis are used in industries such as health care, crop production and consumer products.The objective of our research is to structurally modify a chemical compound (phenanthroline) using a nucleophile (Grignard reagent) prepared in the lab using air-free techniques. This allows us to work towards our larger goal of synthesizing diarylated phenanthroline compounds. The Grignard reagent was initially synthesized in the Schlenk line using magnesium, bromoanisole and solvent and then added to the phenanthroline compound all under nitrogen. The prediction was to form a diarylated phenanthroline compound with the two aryl groups attaching to the phenanthroline at the ortho positions.The success of the reactions was determined by characterizing the products by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and chromatography. A mono-arylated phenanthroline was formed along with traces of diarylated phenanthroline. An isomer of the mono-arylated phenanthroline was also observed which is crucial to analyze the selectivity of the reagents used in our procedure. Overall, with a few changes in our experimental methods we hope to optimize the yield for the diarylated phenanthroline product.