文献类型：期刊文献

英文题名：Alkynylated Phenazines: Synthesis, Characterization, and Metal-Binding Properties of Their Bis-Triazolyl Cycloadducts

作者：Bryant, Jonathan J.[1];Zhang, Yexiang[2,3];Lindner, Benjamin D.[1];Davey, Evan A.[2];Appleton, Anthony Lucas[2];Qian, Xuhong[3];Bunz, U. H. F.[1,2]

机构：[1]Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany;[2]Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA;[3]E China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2012

卷号：77

期号：17

起止页码：7479

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20123815445143);WOS:【SCI-EXPANDED(收录号:WOS:000308390100029)】；

语种：英文

外文关键词：Binding energy - Metals - Energy gap - Emission spectroscopy - Ethylene - Solutions - Metal ions

摘要：We have synthesized a series of ethynylated phenazines and their bis-triazolyl cycloadducts to serve as metal ion sensors. Binding of metal ions is achieved through coordination to the phenazine nitrogen atom and the triazole ring. To allow metal sensing in aqueous solution, the triazole units are substituted with water-soluble ethylene glycol chains. These phenazine cycloadducts exhibit a selective affinity for binding silver ions. Examination of the halogenated analogues reveals a lowering of the band gap and the corresponding bathochromic shifts in the absorption and emission spectra. The electron-withdrawing properties of these halogens also result in significantly decreased metal-binding activity of the phenazine cycloadducts.