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首页> 外文期刊>Catalysis science & technology >Manganese-catalyzed transfer semihydrogenation of internal alkynes to E-alkenes with iPrOH as hydrogen source
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Manganese-catalyzed transfer semihydrogenation of internal alkynes to E-alkenes with iPrOH as hydrogen source

机译：Manganese-catalyzed semihydrogenation转移内部炔烃与iPrOH E-alkenes氢源

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摘要

We report herein the homogeneous manganese catalyzed transfer semihydrogenation of internal alkynes to E-alkenes using iPrOH as the hydrogen source. Manganese-based catalytic precursors of the type fac-[Mn(X)(R2P(CH2)2PR2)(CO)3] (X = H, Br, and OTf; R = iPr (dippe), Cy (dcype), and Ph (dppe)) were tested and fac-[Mn(Br)(dippe)(CO)3] (Mn-2) exhibited the best catalytic activity, in the presence of MeONa (10 mol%), for the highly stereoselective transfer semihydrogenation of diphenylacetylene toward trans-stilbene. Different alkynes were assessed at the optimized conditions, obtaining from modest to good conversions and stereoselectivities. The best results were obtained with diaryl alkynes, while terminal alkynes and those with potential coordinative functional groups (e.g., alcohols and amines) remained unhydrogenated. Mn-catalyzed alkyne hydration was observed on using α-keto alkynes, resulting in 1,3-dicarbonylic compounds and derivates. Mechanistic studies were carried out, suggesting an inner-sphere mechanism with reversible alkene isomerization.
机译：我们报告此齐次锰催化转移semihydrogenation内部炔烃E-alkenes使用iPrOH作为氢源。类型fac - (Mn (X) (R2P (CH2) 2 pr2) (CO) 3] (X = H,Br和传递;(dppe))进行了测试和fac - Mn (Br) (dippe) (CO) 3)(Mn-2)表现出最好的催化活性MeONa (10 mol %),高度立体选择转移semihydrogenationdiphenylacetylene trans-stilbene。在优化不同的炔烃进行了评估条件下,获得从温和到好转换和立体选择性。结果与二芳基炔烃,终端炔烃和那些有潜力协调官能团(如醇类和胺)仍然未经氢化。炔水化观察使用α酮炔烃,导致1,3-dicarbonylic化合物和衍生。,建议一种内在领域机制可逆烯烃异构化。

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