Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol.
Michael C HaibachBrian M StoltzRobert H GrubbsPublished in: Angewandte Chemie (International ed. in English) (2017)
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.