An Air-Stable N-Heterocyclic [PSiP] Pincer Iron Hydride and an Analogous Nitrogen Iron Hydride: Synthesis and Catalytic Dehydration of Primary Amides to Nitriles,Organometallics

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An Air-Stable N-Heterocyclic [PSiP] Pincer Iron Hydride and an Analogous Nitrogen Iron Hydride: Synthesis and Catalytic Dehydration of Primary Amides to Nitriles
Organometallics ( IF 2.5 ) Pub Date : 2020-03-03 , DOI: 10.1021/acs.organomet.9b00880
Yajie Wang ₁ , Hua Zhang ₁ , Shangqing Xie ₁ , Hongjian Sun ₁ , Xiaoyan Li ₁ , Olaf Fuhr ₂ , Dieter Fenske ₂

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An air-stable N-heterocyclic PSiP pincer iron hydride FeH(PMe₃)₂(SiPh(NCH₂PPh₂)₂C₆H₄) (4) was synthesized by Si–H activation of a Ph-substituted [PSiP] pincer ligand. The analogous strong electron-donating ⁱPr-substituted [PSiP] pincer ligand was prepared and introduced into iron complex to give an iron nitrogen complex FeH(N₂)(PMe₃)(SiPh(NCH₂PⁱPr₂)₂C₆H₄) (6). Both 4 and 6 showed similar high efficiency for catalytic dehydration of primary amides to nitriles. Air-stable iron hydride 4 was the best catalyst for its stabilization and convenient preparation. A diverse range of cyano compounds including aromatic and aliphatic species was obtained in moderate to excellent yields. A plausible catalytic reaction mechanism was proposed.

中文翻译：

空气稳定的N杂环[PSiP] cer式氢化铁和类似的氮氢化铁：伯酰胺的合成和催化脱水成腈

通过Si-H活化Ph取代的[PSiP]钳子，合成了一种空气稳定的N杂环PSiP钳子氢化铁FeH（PMe ₃）₂（SiPh（NCH ₂ PPh ₂）₂ C ₆ H ₄）（4）配体。制备了类似的强供电子ⁱ Pr取代[PSiP]钳形配体，并将其引入铁络合物中，得到铁氮络合物FeH（N ₂）（PMe ₃）（SiPh（NCH ₂ P ⁱ Pr ₂）₂ C ₆ H ₄）（6）。都图4和图6显示了伯酰胺催化脱水成腈的相似的高效率。空气稳定的氢化铁4是稳定和方便制备的最佳催化剂。以中等至优异的产率获得了包括芳族和脂族物质在内的各种氰基化合物。提出了合理的催化反应机理。

更新日期：2020-03-04

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