SiO2 的催化活性对芳基苯并咪唑合成的影响及其机理:核磁共振研究与抗菌效果

IF 2.8 3区 材料科学 Q3 CHEMISTRY, PHYSICAL Silicon Pub Date : 2024-09-16 DOI:10.1007/s12633-024-03140-3
S. M. Prakash, K. Jayamoorthy, N. Srinivasan
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引用次数: 0

摘要

纳米 SiO₂被有效地用作合成新型苯并咪唑的催化剂。利用 1H 和 13C NMR 光谱对合成的苯并咪唑进行了表征,确认了它们的结构和纯度。这种纳米催化剂的显著特点是能够产生更高的产品收率,缩短反应时间,并能在环境友好型反应介质中运行。此外,它还能适应多种底物,是一种高效、可持续的苯并咪唑合成选择。我们对 2-(萘-1-基)-1-苯基-1H-苯并[d]咪唑(1)进行了单晶 X 射线分析和讨论。化合物 1 显示出基本平面的萘环系统[最大偏差 = 0.0254 (6) A º]和苯并咪唑单元[最大偏差 = 0.0258 (6) A º]。它们的二面角为 61.955 (17) ˚。咪唑环与苯环形成 61.73 (4) ˚ 的二面角。在抗菌研究中,苯并咪唑-2-(4-(二氟甲基)苯基)-1-苯基-1H-苯并[d]咪唑(2)、1-(4-氯苄基)-2-(4-氯苯基)-1H-苯并[d]咪唑(4)和 1-(4-溴苄基)-2-(4-溴苯基)-1H-苯并[d]咪唑(5)对金黄色葡萄球菌和伤寒杆菌更有活性。与普通药物相比,苯并咪唑 2 和 4 在抗真菌试验中对黄曲霉和白僵菌的活性更高。
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Impact of the Catalytic Activity of SiO2 on the Synthesis of Aryl Benzimidazoles and its Mechanism: NMR Studies and Antimicrobial Effect

Nano SiO₂ has been effectively utilized as a catalyst in the synthesis of new benzimidazoles. The resulting benzimidazoles have been characterized using 1H and 13C NMR spectroscopy, confirming their structure and purity. This nano catalyst is notable for its ability to produce higher product yields, reduce reaction times, and operate in environmentally friendly reaction media. Additionally, it is versatile in accommodating a wide range of substrates, making it a highly efficient and sustainable option for benzimidazole synthesis. The single crystal X-ray analysis of 2-(naphthalen-1-yl)-1-phenyl-1H-benzo[d]imidazole (1) has been performed and discussed. Compound 1 exhibits substantially planar naphthalene ring system [maximum deviation = 0.0254 (6) A º] and benzimidazole unit [maximum deviation = 0.0258 (6) A º]. A dihedral angle of 61.955 (17) ˚ is made by them. The imidazole ring forms a dihedral angle of 61.73 (4) ˚ with the phenyl ring. The benzimidazoles2-(4-(difluoromethyl)phenyl)-1-phenyl-1H-benzo[d]imidazole (2), 1-(4-chlorobenzyl)-2-(4-chlorophenyl)-1H-benzo[d]imidazole (4) and 1-(4-bromobenzyl)-2-(4-bromophenyl)-1H-benzo[d]imidazole (5) are more active against S.aureus and S.typhi, for antibacterial studies. In comparison to the usual medication, benimidazoles 2 and 4 exhibit greater activity against A. flavus and C. albicans in antifungal tests.

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来源期刊
Silicon
Silicon CHEMISTRY, PHYSICAL-MATERIALS SCIENCE, MULTIDISCIPLINARY
CiteScore
5.90
自引率
20.60%
发文量
685
审稿时长
>12 weeks
期刊介绍: The journal Silicon is intended to serve all those involved in studying the role of silicon as an enabling element in materials science. There are no restrictions on disciplinary boundaries provided the focus is on silicon-based materials or adds significantly to the understanding of such materials. Accordingly, such contributions are welcome in the areas of inorganic and organic chemistry, physics, biology, engineering, nanoscience, environmental science, electronics and optoelectronics, and modeling and theory. Relevant silicon-based materials include, but are not limited to, semiconductors, polymers, composites, ceramics, glasses, coatings, resins, composites, small molecules, and thin films.
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