Buchwald-Hartwig Amination – Online Organic Chemistry Tutor

Buchwald-Hartwig Amination - Online Organic Chemistry Tutor

The Buchwald–Hartwig amination is a cross-coupling organic chemistry reaction where an aryl halide is combined with an amine in the presence of a palladium catalyst and a strong base to form a carbon–nitrogen bond. The reaction was discovered by Stephen L. Buchwald and John F. Hartwig in early 1983 and his work was first published in 1994.

mechanism of action– First the reaction consists of the oxidative addition of aryl halide with palladium, and then the amine coordinates with palladium. Furthermore, the amine is precipitated by the strong base to form an amide, this amide group attacks the palladium and the halide group is liberated. Finally reductive elimination occurs which generates the aryl amine product along with the regeneration of the catalyst.

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