Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol
Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol
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DOI：
10.1002/anie.201708800
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发表时间：
2017-11-20
影响因子：
16.6
通讯作者：
Grubbs, Robert H.
中科院分区：
文献类型：
--
作者：
Haibach, Michael C.;Stoltz, Brian M.;Grubbs, Robert H.
Milstein 络合物 (PNN)RuHCl(CO) 使用 2-丙醇和碱在相对温和的条件下催化芳基卤化物和烷基卤化物的有效还原。位阻叔基和新戊基底物以及更多官能化的芳基和烷基溴被有效还原。建议通过钌的自由基提取/加氢脱卤步骤来发生还原过程。我们的研究为典型的硅烷、氢化铝锂和锡基条件提供了一种更安全、更可持续的替代方案来实现这些还原。
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.