Session S23a (Monday, 9:30am, Life Sciences 011)

P162: Cheap and green Suzuki coupling reactions using an aqueous Pd source

Nicholas Hill, Matthew Bowman (University of Wisconsin – Madison, USA)

A green and cost-effective procedure for introducing the Suzuki coupling reaction into a high enrollment undergraduate organic chemistry laboratory course (enrollment of >1000 students per year) is described.  The procedure employs a series of substituted aryl bromides as substrates and an aqueous atomic absorption standard solution as the palladium source.  The coupling reactions do not require additives, an inert atmosphere, or specialized equipment and proceed rapidly in high yields at room temperature.  Students are exposed to the basic principles of the Suzuki reaction in the context of green chemistry, and gain insight into the molecular and electronic structures of some simple biaryl compounds by use of computational molecular modeling.


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