One Pot Synthesis of New Benzimidazole Derivatives with Exceptionally High Luminescence Quantum Efficiency

苯并咪唑 化学 发光 荧光 二甲基乙酰胺 量子效率 光化学 组合化学 核化学 有机化学 光电子学 材料科学 量子力学 物理 溶剂
作者
Abraham Mensah,Xin Liu,Bing‐Xiang Hu,Ennin Vendish Kweku,Fang‐Ming Wang,Li-Zhuang Chen,Shaojun Zheng
出处
期刊:Current Organic Synthesis [Bentham Science]
卷期号:21 (8): 1091-1101
标识
DOI:10.2174/0115701794271985231219070212
摘要

Aim and Objectives: There are different approaches to the synthesis of benzimidazole. In this article, five new benzimidazole derivatives, BMPO, Me-BMPO, Di-MeBMPO, F-BMPO and Cl-BMPO where (BMPO=3-[(1H)-benzo[d]imidazol-2-yl]pyridin-2(1H)-one), have been prepared. Another study was carried out on luminescence properties and their potential applica-tions for the detection of transition metal ions. Materials and Methods: From the one-pot synthesis approach, all the derivatives of the benzim-idazole compounds were obtained. The compounds were characterized using HRMS, 1HNMR, 13CNMR, and X-ray crystallography. Herein, a mechanism has been deciphered by predicting the release of HCl(g). Results: All compounds showed a strong deep blue emission when dissolved in dimethylacetamide (DMA), with emission wavelengths at 423, 428, 435, 423, and 421 nm, and half-times of 3.64, 2.77, 2, 19, 3.42 and 3.52 ns, respectively. In addition, their emission quantum yields were deter-mined to be 72, 50, 42, 73 and 80%. Conclusion: Five new benzimidazole derivatives, BMPO, Me-BMPO, Di-MeBIPO, F-BIPO, and Cl-BIPO, have been successfully synthesized by the one-pot synthesis method, and their struc-tures are characterized and confirmed. The compounds exhibited exceptional luminescence by emitting a strong blue light in DMA with high fluorescence quantum yields between 42~80%.
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