新型2-吡啶苄基胺类罗丹明基活性小分子探针的合成  

Synthesis of A Novel 2-Pyridinylbenzylamine Rhodamine Based Small Molecule Probe

作　　者：易春雪 赵岗[2] 光善仪[1] 徐洪耀[2] YI Chun-xue;ZHAO Gang;GUANG Shan-yi;XU Hong-yao(College of Chemistry,Chemical Engineering and Biotechnology,Donghua University,Shanghai 201620,China;College of Materials Sciences and Engineering,Donghua University,Shanghai 201620,China)

机构地区：[1]东华大学化学化工与生物工程学院,上海201620 [2]东华大学材料科学与工程学院,上海201620

出　　处：《合成化学》2020年第3期229-233,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21671037,21471030)。

摘　　要：以罗丹明B和乙二胺为原料,通过缩合反应制得罗丹明酰乙二胺(1, Rhb);然后以无水THF作溶剂,化合物1与三聚氯嗪发生亲核取代反应,得到罗丹明酰乙二胺-三聚氯嗪化合物(2, Rhbc);最后在氮气氛围下,化合物2与N,N-二甲基吡啶胺反应合成了目标产物双(2-吡啶苄基)胺罗丹明基小分子探针(3, Rhbd),其结构经1H NMR、IR、 HR-MS和元素分析表征。该探针可以识别Fe3+,检出限为30 nM。Rhodamine B and ethylenediamine are used as raw materials to prepare rhodamine ethdiamine(1,Rhb) by condensation reaction. Then, using anhydrous THF as a solvent, the nucleophilic substitution reaction of the compound 1 and the cyanuric chloride gives the rhodamine ethoxydiamine-trichloro azine compound(2, Rhbc). Finally, under the N2 atmosphere, the reaction of compound 1 and N,N-dimethylpyridinium to get the target product bis(2-pyridylbenzyl) amine rhodamine-based small molecule probe(3, Rhbd), and its structure was charactized to 1H NMR, IR, HR-MS and elemental analysis. The probe can recognize Fe3+ and the detection limit is 3 nM.

关 键 词：罗丹明B 乙二胺 三聚氯嗪 N N-二甲基吡啶胺 合成 

分 类 号：O621.3[理学—有机化学]