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Oxidative Coupling of 2‐Methyl‐1‐naphthol: A Comparison between Bismuth‐Promoted Pt, Pd and Ag Catalysts
ChemistrySelect ( IF 2.1 ) Pub Date : 2018-06-13 , DOI: 10.1002/slct.201801148
Mabuatsela V. Maphoru 1 , Josef Heveling 1 , Sreejarani Kesavan Pillai 2
Affiliation  

Catalyst development for the oxidative coupling of naphthols is important for the synthesis of biomimetic compounds and pharmaceuticals. Carbon supported 5%M‐5%Bi catalysts (M=Pt, Pd, Ag) were prepared by electroless deposition. The resulting nanocomposites were characterized by N2 physisorption, XRD, SEM, HRTEM, EDX and TGA. Narrow particle size distributions of the noble metals were obtained, corresponding to an average particle size of 3.1–3.2 nm. Oxidative coupling of 2‐methyl‐1‐naphthol with H2O2 as the oxidant was the test reaction. The catalyst activities increase in the order Ag < Pd ≪ Pt. The outcome of the reaction depends on M, the solvent and the reaction temperature. Over Pt and Pd the binaphthol (3,3’‐dimethyl‐1,1’‐binaphthalenyl‐4,4’‐diol) can be obtained with yields of 89–94% in refluxing nitromethane. Under otherwise identical conditions, Ag gives the binaphthone (3,3’‐dimethyl‐1,1’‐binaphthalenylidene‐4,4’‐dione) with an isolated yield of 80%. The results show that apart from the solvent and the reaction temperature, also the choice of the catalytic metal can have an important influence on the outcome of the reaction.

中文翻译:

2-甲基-1-萘酚的氧化偶联:铋促进的Pt,Pd和Ag催化剂之间的比较

萘酚氧化偶联的催化剂开发对于仿生化合物和药物的合成很重要。碳负载的5%M-5%Bi催化剂(M = Pt,Pd,Ag)是通过化学沉积制备的。所得的纳米复合材料通过N 2物理吸附,XRD,SEM,HRTEM,EDX和TGA表征。获得了贵金属的窄粒度分布,对应于3.1–3.2 nm的平均粒度。2-甲基-1-萘酚与H 2 O 2的氧化偶联因为氧化剂是测试反应。催化剂活性以Ag <Pd≪ Pt的顺序增加。反应的结果取决于M,溶剂和反应温度。在回流的硝基甲烷中,在Pt和Pd上可获得二萘酚(3,3'-二甲基-1,1'-联萘-4-4'-二醇),产率为89-94%。在其他条件相同的条件下,Ag可以分离出80%的双萘醌(3,3'-二甲基-1,1'-联萘亚基-4,4'-二酮)。结果表明,除了溶剂和反应温度外,催化金属的选择对反应的结果也有重要影响。
更新日期:2018-06-13
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