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NHC-stabilised Rh nanoparticles: Surface study and application in the catalytic hydrogenation of aromatic substrates
Journal of Catalysis ( IF 7.3 ) Pub Date : 2017-09-06 , DOI: 10.1016/j.jcat.2017.08.010
Francisco Martinez-Espinar , Pascal Blondeau , Pau Nolis , Bruno Chaudret , Carmen Claver , Sergio Castillón , Cyril Godard

New Rh-NPs stabilised by N-Heterocyclic Carbenes (NHC) were synthesized by decomposition of [Rh(η3-C3H5)3] under H2 atmosphere and fully characterized. Surface studies by FT-IR and NMR spectroscopy employing isotopically labelled ligands were also performed. The Rh0.2 NPs are active catalysts in the reduction of various aromatic substrates. In the reduction of phenol, high selectivities to cyclohexanone or cyclohexanol were obtained depending on the reaction conditions. However, this catalytic system exhibited much lower activity in the hydrogenation of substituted phenols. Pyridine was easily hydrogenated under mild conditions and interestingly, the hydrogenation of 4-methyl and 4-trifluoromethylpyridine resulted slower than that of 2-methylpyridine. The hydrogenation of 1-(pyridin-2-yl)propan-2-one provided the β-enaminone 13a in high yield as a consequence of the partial reduction of the pyridine ring followed by isomerization. Quinoline could be either partially hydrogenated to 1,2,3,4-tetrahydroquinoline or fully reduced to decahydroquinoline by adjusting the reaction conditions.



中文翻译:

NHC稳定的Rh纳米颗粒:表面研究及其在芳族底物催化加氢中的应用

新的Rh-的NP稳定的N-杂环卡宾(NHC)通过的[Rh(η分解合成3 -C 3 H ^ 53 1 H下2气氛和完全表征。还进行了使用同位素标记的配体通过FT-IR和NMR光谱进行的表面研究。相对湿度0.2NP是还原各种芳族底物的活性催化剂。在苯酚的还原中,取决于反应条件,获得了对环己酮或环己醇的高选择性。但是,该催化体系在取代酚的氢化中表现出低得多的活性。吡啶在温和条件下容易氢化,有趣的是,4-甲基和4-三氟甲基吡啶的氢化反应比2-甲基吡啶的氢化反应慢。1-(吡啶-2-基)丙-2-酮的氢化提供了β-烯胺酮13a吡啶环部分还原,然后异构化的结果是高收率。通过调节反应条件,可以将喹啉部分氢化为1,2,3,4-四氢喹啉或完全还原为十氢喹啉。

更新日期:2017-09-06
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