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Advantage of Using NaH2PO2 over Alkali Metal Formates as a Hydrogen Source for Pd-gC3N4 Catalyzed Hydro-Dehalogenation of Aryl Halides
ChemistrySelect ( IF 2.1 ) Pub Date : 2021-09-17 , DOI: 10.1002/slct.202101755
Sourav Chakraborty 1 , Ashish Bahuguna 1 , Yoel Sasson 1
Affiliation  

Halogenated and polyhalogenated aromatic compounds are known for their toxicity and effect on human health and the environment. These aromatic hydrocarbons have been widely used in pesticides, flame retardants, pharmaceuticals, and other industrial chemicals. The substitution of halogen atoms of aromatic halides by hydrogen atoms in the presence of a metal catalyst is an important organic transformation and is known as a catalytic hydro-dehalogenation reaction. It is an important technique used for the treatment of halogenated industrial waste. Herein, we investigated the comparative hydro-dehalogenation of aryl halides in the presence of Pd-gC3N4 catalyst using various hydrogen transfer sources in an eco-friendly manner. We also investigated the advantage of using sodium hypophosphite (NaH2PO2) as a hydrogen source for hydro-dehalogenation in comparison to alkali metal formates. For hydro-dehalogenation of 1 mmol of aryl halide, 2 equivalents of NaH2PO2 are used while 4 equivalents of KHCO2 are required in the presence of 3.8 wt % of Pd metal catalyst. The Pd-GCN catalyst was characterized by various microscopic and spectral techniques such as PXRD, FTIR, SEM, TEM, XPS, and TGA, etc. A gram scale reaction was performed to analyze the industrial potential of the proposed catalytic system. Finally, the recyclability of Pd-GCN was found excellent and the catalyst could run multiple cycles with sustained activity.

中文翻译:

使用 NaH2PO2 优于碱金属甲酸盐作为 Pd-gC3N4 催化芳基卤加氢脱卤的氢源

卤化和多卤化芳族化合物因其毒性和对人类健康和环境的影响而闻名。这些芳烃已广泛用于农药、阻燃剂、药物和其他工业化学品。在金属催化剂存在下,芳族卤化物的卤原子被氢原子取代是一种重要的有机转化,被称为催化加氢脱卤反应。它是处理卤化工业废物的一项重要技术。在此,我们研究了在 Pd-gC 3 N 4存在下芳基卤化物的比较加氢脱卤以环保方式使用各种氢转移源的催化剂。我们还研究了与碱金属甲酸盐相比,使用次磷酸钠 (NaH 2 PO 2 ) 作为加氢脱卤的氢源的优势。对于 1 mmol 芳基卤化物的加氢脱卤,使用 2 当量 NaH 2 PO 2而 4 当量 KHCO 2需要在 3.8 重量%的 Pd 金属催化剂存在下。Pd-GCN 催化剂通过各种显微和光谱技术进行表征,如 PXRD、FTIR、SEM、TEM、XPS 和 TGA 等。进行克级反应以分析所提出的催化体系的工业潜力。最后,发现 Pd-GCN 的可回收性非常好,催化剂可以运行多个循环并具有持续的活性。
更新日期:2021-09-17
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