In situ-generated mononuclear half-sandwich [(η6‐p‐cymene)RuCl(amide)] complexes as efficient catalysts in the selective oxidation of benzyl alcohol to benzaldehyde

IF 2.5 Q2 CHEMISTRY, MULTIDISCIPLINARY

Results in Chemistry Pub Date : 2024-10-01 DOI:10.1016/j.rechem.2024.101826

G Veeranna , Venkata Ramana Reddy Chittireddy , Ravinder Vadde

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Abstract

The application of in situ-generated mononuclear Ru(II)-organometallic complexes (1–7) i.e., [(η⁶-p-cymene)RuCl(L)], produced by the interaction of Ru dimer [(p-cymene)RuCl₂]₂ with some polyfunctional amide ligands(L) as highly efficient catalystsin the oxidation of various benzyl alcohols (B-OLs) by tert-butyl hydroperoxide (TBHP) oxidant to produce selectively the benzaldehydes (B-ALs) in high yields in CH₃CN is described. The in situ-generated catalysts were found to be highly active than the [(p-cymene)RuCl₂]₂ precursor (dimer) in the oxidation of B-OL to B-AL. The influence of various reaction parameters such as type of catalyst, reaction temperature, oxidant and solvent during the B-OL oxidation was systematically monitored to optimize the catalytic conditions. In order to confirm the formation of predicted in situ-generated mononuclear Ru(II) complex catalysts during the oxidation of B-OL, one of the Ru(II) complex (1) was synthesized and characterized by Elemental analysis (EA), Infrared (IR), Proton-NMR and Mass spectral techniques and its mono nuclear structure is proposed. Further, it was observed that the activity of in-situ generated and pre-synthesized Ru(II) catalyst was almost same in the oxidation of B-OL to B-AL.

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原位生成的单核半夹心[(η6-对-氰基)RuCl(酰胺)]配合物作为苯甲醇选择性氧化成苯甲醛的高效催化剂

应用原位生成的单核 Ru(II)-organometallic complexes (1-7)，即[(η6-p-cymene)RuCl(L)]、原位生成的单核 Ru(II) 有机金属配合物（1-7），即[(η6-p-cymene)RuCl(L)]，由 Ru 二聚体[(p-cymene)RuCl2]2 与一些多官能团酰胺配体(L) 相互作用生成，可作为高效催化剂，在 CH3CN 中用叔丁基过氧化氢 (TBHP) 氧化剂氧化各种苯甲醇 (B-OL)，从而高产率地选择性地生成苯甲醛 (B-AL)。研究发现，在 B-OL 氧化成 B-AL 的过程中，原位生成的催化剂比[(对-亚甲基)RuCl2]2 前体（二聚体）具有更高的活性。系统地监测了 B-OL 氧化过程中催化剂类型、反应温度、氧化剂和溶剂等各种反应参数的影响，以优化催化条件。为了证实在 B-OL 氧化过程中形成预测的原位生成的单核 Ru(II) 复合物催化剂，合成了其中一种 Ru(II) 复合物 (1)，并通过元素分析 (EA)、红外 (IR)、质子-NMR 和质谱技术对其进行了表征，提出了其单核结构。此外，还观察到在将 B-OL 氧化成 B-AL 的过程中，原位生成的 Ru（II）催化剂和预合成的 Ru（II）催化剂的活性几乎相同。

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