具有聚集诱导发光性质的铂(Ⅱ)金属大环的合成
Synthesis of Platinum(Ⅱ)Metallacycle with Aggregation-induced Emission Property
彭宇 1陈茂文 1刘森坤 1陈前进 1张灯青1
作者信息
- 1. 东华大学 化学与化工学院,上海 201620
- 折叠
摘要
含有四苯乙烯(TPE)基团的铂(Ⅱ)金属大环化合物具有良好的聚集诱导发光(AIE)性质,在构建人工光捕获体系中具有潜在的应用价值.为了获得一种具有良好AIE性质的新型铂(Ⅱ)金属大环化合物,以4,4-二溴四苯乙烯为原料,经硝化反应得到化合物2,再将化合物2 中硝基还原得到化合物 3,化合物 3 与十二烷基酰氯发生缩合反应得到化合物4,化合物4 与4-乙炔基吡啶盐酸盐发生Sonogashira偶联反应得到四苯乙烯衍生物5.5 与铂(Ⅱ)配体6 进行[3 +3]配位驱动自组装合成六边形铂(Ⅱ)金属大环化合物7,其结构经核磁、质谱和紫外可见吸收光谱表征.结果表明:紫外可见吸收光谱显示化合物7 的最大吸收波长在 302 nm;荧光光谱显示化合物7 在水含量低于20％(体积分数,下同)的二甲基亚砜(DMSO)/水(H2O)混合溶液中,荧光强度极低,当水含量增加到30％时,荧光强度大幅增加,表现出优异的AIE性质.
Abstract
Platinum(Ⅱ)metallacycle containing tetraphenylethene(TPE)moieties exhibits excellent aggregation-induced emission(AIE)properties and hold great potential for constructing artificial light-harvesting systems.To obtain a novel platinum(Ⅱ)metallacycle with excellent AIE properties,4,4-dibromotetraphenylethene was initially nitrated to obtain compound 2,subsequently reduced to yield compound 3.Compound 4 was synthesized via the condensation reaction between compound 3 and lauroyl chloride.The tetraphenylethene derivative 5 was obtained through Sonogashira coupling of 4 with 4-ethynylpyridine hydrochloride.A hexagonal platinum(Ⅱ)metallacycle 7 was synthesized through[3 +3]coordination driven self-assembly between 5 and platinum(Ⅱ)metal ligand 6.The structure of compound 7 was characterized using NMR,MS and UV-Vis spectrum.The results indicate that Compound 7 exhibited a maximum absorption peak at 302 nm,as observed from the UV-visible absorption spectrum.Fluorescence spectroscopy indicated that the fluorescence intensity of Compound 7 was extremely low in a DMSO/H2O mixed solvent with a water content(volume fraction,same be-low)below 20％.However,the fluorescence intensity increased significantly when the water content increased to 30％,demonstrating its excellent AIE properties.
关键词
配位驱动/自组装/四苯乙烯/铂(Ⅱ)金属大环/聚集诱导发光/合成Key words
coordination driven/self-assembly/TPE/platinum(Ⅱ)metallacycle/AIE/synthesis引用本文复制引用
基金项目
上海市自然基金资助项目(22ZR1402900)
出版年
2024
NETL
NSTL
万方数据