高等学校化学学报

高等学校化学学报

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剪刀型双卟啉锌配合物在Cu+离子和DABCO双客体调控下的荧光开关效应

周再春1,2, 朱义州1, 郑健禺1   

    1. 南开大学元素有机化学国家重点实验室, 天津 300071;
    2. 湖南科技大学化学化工学院, 湘潭 411201
  • 收稿日期:2007-09-20 修回日期:1900-01-01 出版日期:2008-06-10 发布日期:2008-06-10
  • 通讯作者: 郑健禺

Fluorescence Switch of Tweezers-type Bis(zinc porphyrin) Complex Regulated by Double Guests of Cu+ Ion and DABCO

ZHOU Zai-Chun1,2, ZHU Yi-Zhou1, ZHENG Jian-Yu1*   

    1. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China;
    2. School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
  • Received:2007-09-20 Revised:1900-01-01 Online:2008-06-10 Published:2008-06-10
  • Contact: ZHENG Jian-Yu

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摘要： 设计了一个含有双包合功能的剪刀型双卟啉锌化合物1(1,8-二{4-[N-(N,N-锌-5,10,15,20-四苯基卟啉-4'-取代)-氨基羰基]苄氧基}蒽醌). 通过荧光、紫外-可见光谱和核磁共振谱滴定实验证实, 化合物1能分别与金属离子和含氮双齿客体作用, Cu+离子和游离DABCO(1,4-偶氮双环[2,2,2]辛烷)都能导致化合物1中卟啉发光团的荧光猝灭, 它们的荧光猝灭机制分别源于光诱导电子转移过程(PET)和配体交换引起的电荷转移过程. Cu+离子和游离DABCO两种客体在氯仿溶液中可以相互作为彼此的捕获剂, 通过循环地加入这两种客体, 可以构筑一个双客体调控的OFF/ON荧光开关.

关键词: 锌双卟啉, 分子开关, 荧光猝灭, 光诱导电子转移

Abstract: A new tweezers-type bis(zinc porphyrin)(1), 1,8-bis{4-[N-(N,N-zinc-5,10,15,20-tetraphenylporphyrin-4'-yl)-amino carbonyl]benzyloxy}anthraquinone, with double inclusion function area can accommodate Cu+ ion or DABCO(1,4-diazabicyclo[2.2.2]octane). Both of Cu+ ion and free DABCO can lead to fluorescence quenching of compound 1. The former is due to occurrence of PET after complexation and the latter is due to the occurrence of dynamic fluorescence quenching. Both DABCO and Cu+ ion can capture mutually in the solution due to the formation of their complexes. A controllable off/on fluorescence molecular switch process is proposed by addition of the two guests.

Key words: Bis(zinc porphyrin), Molecular switch, Fluorescence quenching, Photo-induced electron transfer(PET)

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