Presentation Title

Microwave Promoted Suzuki Reactions Suitable for Undergraduate Experiments

Format of Presentation

Poster to be presented the Friday of the conference

Abstract

The Suzuki reaction is a coupling reaction in which an aromatic organoboron species reacts with an aromatic organohalide compound in the presence of a palladium catalyst and results in the efficient synthesis of biphenyls. The Suzuki reaction is now used widely by the chemical industry in the synthesis of drugs and other materials.

In the present research we have investigated a simple microwave promoted set of conditions that provide rapid and high yield examples of the Suzuki reaction. The goal is to develop a number of examples that can be used in undergraduate teaching experiments. Phenylboronic acid is combined with a number of bromobenzene compounds in the presence of palladium (II) chloride as a catalyst in a simple green solvent system consisting of water and ethanol. The whole reaction is carried out in a microwave heating apparatus using small quantities of chemicals in order to reduce waste. We are studying the yields of the Suzuki reactions carried out using these conditions. Undergraduate students who will be carrying out these examples will also be required to interpret the proton and carbon NMR spectra of the products, as well as the IR spectra. The students will be able to perform a “green” version of a Nobel prize winning name reaction and study the scope of this chemical process. Moreover, the students will make use of a heating device, seldom used in undergraduate labs but with important applications in the chemistry world.

Department

Chemistry

Faculty Advisor

Norman Reed

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Microwave Promoted Suzuki Reactions Suitable for Undergraduate Experiments

The Suzuki reaction is a coupling reaction in which an aromatic organoboron species reacts with an aromatic organohalide compound in the presence of a palladium catalyst and results in the efficient synthesis of biphenyls. The Suzuki reaction is now used widely by the chemical industry in the synthesis of drugs and other materials.

In the present research we have investigated a simple microwave promoted set of conditions that provide rapid and high yield examples of the Suzuki reaction. The goal is to develop a number of examples that can be used in undergraduate teaching experiments. Phenylboronic acid is combined with a number of bromobenzene compounds in the presence of palladium (II) chloride as a catalyst in a simple green solvent system consisting of water and ethanol. The whole reaction is carried out in a microwave heating apparatus using small quantities of chemicals in order to reduce waste. We are studying the yields of the Suzuki reactions carried out using these conditions. Undergraduate students who will be carrying out these examples will also be required to interpret the proton and carbon NMR spectra of the products, as well as the IR spectra. The students will be able to perform a “green” version of a Nobel prize winning name reaction and study the scope of this chemical process. Moreover, the students will make use of a heating device, seldom used in undergraduate labs but with important applications in the chemistry world.