Event Title

Microwave-Assisted Hydrogenations of Ketones and Aldehydes Using Frustrated Lewis Pairs

Faculty Advisor

Dr. Elizabeth Valentin

Start Date

23-4-2019 5:00 PM

End Date

23-4-2019 6:00 PM

Description

Hydrogenation of a series of ketones and aldehydes was accomplished under microwave irradiation utilizing catalytic tris(pentafluurophenyl)borane and an ethereal solvent acting as a frustrated Lewis pair (FLP). Cyclopentyl methyl ether (CPME) displayed the best results when reacting with 1 mmol of several substrates and 10% catalyst, completing the reaction in 30 minutes or less. Furthermore, the hydrogen consumption was able to be analyzed in real time, and rate constants and activation energy for these reactions were able to be determined utilizing a first-order integrated rate law and the Arrhenius equation, respectively. In addition, effects of substituent location on aromatic compounds was also analyzed. These reactions were completed significantly faster than similar reactions using conventional heating methods. The results presented herein suggest microwave irradiation can significantly enhance the rate of FLP-catalyzed hydrogenations.

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Apr 23rd, 5:00 PM Apr 23rd, 6:00 PM

Microwave-Assisted Hydrogenations of Ketones and Aldehydes Using Frustrated Lewis Pairs

Hydrogenation of a series of ketones and aldehydes was accomplished under microwave irradiation utilizing catalytic tris(pentafluurophenyl)borane and an ethereal solvent acting as a frustrated Lewis pair (FLP). Cyclopentyl methyl ether (CPME) displayed the best results when reacting with 1 mmol of several substrates and 10% catalyst, completing the reaction in 30 minutes or less. Furthermore, the hydrogen consumption was able to be analyzed in real time, and rate constants and activation energy for these reactions were able to be determined utilizing a first-order integrated rate law and the Arrhenius equation, respectively. In addition, effects of substituent location on aromatic compounds was also analyzed. These reactions were completed significantly faster than similar reactions using conventional heating methods. The results presented herein suggest microwave irradiation can significantly enhance the rate of FLP-catalyzed hydrogenations.