Sigma Xi Poster Competition

Green Synthesis of 2- Aminobiphenyl Palladacycle Catalysts

Presenter Information

Jeffrey SelbyFollow
Tia AriagnoFollow

Academic Level at Time of Presentation

Freshmen

Major

Chemistry

Minor

Biology

List all Project Mentors & Advisor(s)

Dr. Rachel Allenbaugh

Presentation Format

Poster Presentation - Murray State Access only

Abstract/Description

Palladacycle catalysts are used for a variety of carbon- carbon bond formation reactions to produce medications, antimicrobial agents, and a plethora of other compounds. Traditional solution production of these catalysts is hindered by waste, low yield, and costs associated with solvent. Mechanosynthesis is an alternative synthesis method that uses a ball mill to mechanically induce reactions, typically between solids, as an alternative to thermally inducing reactions in solution. Mechanical energy reactions, rather than traditional heat energy reactions, are a much safer and cleaner synthesis method due to elimination of aqueous and organic wastes. In fact, these reactions produce little to no harmful solvent waste, other than that generated by general labware maintenance. This green method can be much faster, higher yield, and cleaner than solution methods, but the kinetics of these reactions are not well understood. The 2- aminobiphenyl palladacycles are well enough known to be a Wikipedia example of palladacycles, yet the traditional solution methods are neither efficient nor remarkably high yield. The acetate derivative solution synthesis gives 85% yield, while the chloride derivative takes an entire week of reaction time to reach a 75% yield. This presentation will demonstrate a mechanosynthetic method for producing 2-aminobiphenyl palladacycle in quantitative conversion in less than 3 hours. The kinetics of the reaction and the implications for the reaction mechanism will be discussed, along with the environmental harm it avoids.

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Sigma Xi Poster Competition

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Green Synthesis of 2- Aminobiphenyl Palladacycle Catalysts

Palladacycle catalysts are used for a variety of carbon- carbon bond formation reactions to produce medications, antimicrobial agents, and a plethora of other compounds. Traditional solution production of these catalysts is hindered by waste, low yield, and costs associated with solvent. Mechanosynthesis is an alternative synthesis method that uses a ball mill to mechanically induce reactions, typically between solids, as an alternative to thermally inducing reactions in solution. Mechanical energy reactions, rather than traditional heat energy reactions, are a much safer and cleaner synthesis method due to elimination of aqueous and organic wastes. In fact, these reactions produce little to no harmful solvent waste, other than that generated by general labware maintenance. This green method can be much faster, higher yield, and cleaner than solution methods, but the kinetics of these reactions are not well understood. The 2- aminobiphenyl palladacycles are well enough known to be a Wikipedia example of palladacycles, yet the traditional solution methods are neither efficient nor remarkably high yield. The acetate derivative solution synthesis gives 85% yield, while the chloride derivative takes an entire week of reaction time to reach a 75% yield. This presentation will demonstrate a mechanosynthetic method for producing 2-aminobiphenyl palladacycle in quantitative conversion in less than 3 hours. The kinetics of the reaction and the implications for the reaction mechanism will be discussed, along with the environmental harm it avoids.