Chen Ruijuan, Jalili Zahra, Tayebee Reza
Department of Obstetrics and Gynecology, Xi'an Central Hospital Xi'an 710000 China.
Department of Chemistry, School of Sciences, Hakim Sabzevari University Sabzevar 96179-76487 Iran
RSC Adv. 2021 May 4;11(27):16359-16375. doi: 10.1039/d0ra10843j. eCollection 2021 Apr 30.
Heterogeneous photocatalysts proffer a promising method to actualize eco-friendly and green organic transformations. Herein, a new photochemical-based methodology is disclosed in the preparation of a wide range of benzimidazoles through condensation of -phenylenediamine with benzyl alcohols in the air under the illumination of an HP mercury lamp in the absence of any oxidizing species catalyzed by a new photocatalyst W-ZnO@NH-CBB. In this photocatalyst, coomassie brilliant blue (CBB) is heterogenized onto W-ZnO@NH to improve the surface characteristics at the molecular level and enhance the photocatalytic activity of both W-ZnO@NH and CBB fragments. This unprecedented heterogeneous nanocatalyst is also identified by means of XRD, FT-IR, EDS, TGA-DTG, and SEM. The impact of some influencing parameters on the synthesis route and effects on the catalytic efficacy of W-ZnO@NH-CBB are also assessed. The appropriate products are attained for both the electron-withdrawing and electron-donating substituents in the utilized aromatic alcohols. Furthermore, preparation of benzimidazoles is demonstrated to occur mainly a radical mechanism, which shows that reactive species such as ·O , OH˙ and h would be involved in the photocatalytic process. Stability and reusability studies also warrant good reproducibility of the nanophotocatalyst for at least five runs. Eventually, a hot filtration test proved that the nanohybrid photocatalyst is stable in the reaction medium. Using an inexpensive catalyst, UV-vis light energy and air, as a low cost and plentiful oxidant, puts this methodology in the green chemistry domain and energy-saving organic synthesis strategies. Finally, the anticancer activity of W-ZnO nanoparticles is investigated on MCF7 breast cancer cells by MTT assay. This experiment reveals that the mentioned nanoparticles have significant cytotoxicity towards the selected cell line.
多相光催化剂为实现环境友好型绿色有机转化提供了一种很有前景的方法。在此,公开了一种基于光化学的新方法,即在新型光催化剂W-ZnO@NH-CBB催化下,在无任何氧化物种存在的情况下,于空气中在高压汞灯照射下,通过对苯二胺与苄醇缩合制备多种苯并咪唑。在这种光催化剂中,考马斯亮蓝(CBB)负载于W-ZnO@NH上,以在分子水平上改善表面特性并增强W-ZnO@NH和CBB片段的光催化活性。还通过XRD、FT-IR、EDS、TGA-DTG和SEM对这种前所未有的多相纳米催化剂进行了鉴定。还评估了一些影响参数对合成路线的影响以及对W-ZnO@NH-CBB催化效果的影响。在所使用的芳香醇中,吸电子和供电子取代基均能得到合适的产物。此外,证明苯并咪唑的制备主要通过自由基机理进行,这表明光催化过程中会涉及诸如·O 、OH˙和h等活性物种。稳定性和可重复使用性研究也证实了该纳米光催化剂至少可重复使用五次且具有良好的重现性。最终,热过滤试验证明该纳米复合光催化剂在反应介质中是稳定的。使用廉价的催化剂、紫外-可见光能量和空气作为低成本且丰富的氧化剂,使该方法属于绿色化学领域和节能有机合成策略。最后,通过MTT法研究了W-ZnO纳米颗粒对MCF7乳腺癌细胞的抗癌活性。该实验表明,所述纳米颗粒对所选细胞系具有显著的细胞毒性。