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Published November 20, 2017 | Accepted Version + Supplemental Material
Journal Article Open

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

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.

Additional Information

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Manuscript received: August 25, 2017; Accepted manuscript online: October 3, 2017; Version of record online: October 24, 2017. We acknowledge funding from King Fahd University of Petroleum and Minerals. M.C.H. acknowledges funding from the Resnick Sustainability Institute in the form of a postdoctral fellowship. The authors declare no conflict of interest.

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Accepted Version - anie201708800.pdf

Supplemental Material - anie201708800-sup-0001-SI1.pdf

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