Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol

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Abstract

Milstein's complex, (PNN)RuHCl(CO), catalyzes the efficient reduction of aryl and alkyl halides under relatively mild conditions by using propan-2-ol and a base. Sterically hindered tertiary and neopentyl substrates are reduced efficiently, as well as more functionalized aryl and alkyl bromides. The reduction process is proposed to occur by radical abstraction/hydrodehalogenation steps at ruthenium. Our research represents a safer and more sustainable alternative to typical silane, lithium aluminium hydride, and tin-based conditions for these reductions.

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Haibach, M. C., Stoltz, B. M., & Grubbs, R. H. (2017). Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol. Angewandte Chemie - International Edition, 56(47), 15123–15126. https://doi.org/10.1002/anie.201708800

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