期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 39, 页码 12841-12853出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b05317
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资金
- Fonds de la Recherche Scientifique-FNRS [FRFC 2.4.617.10.F]
- Agence Nationale de la Recherche [ANR10-BLAN-714]
- De Brouckere-Solvay fund
- Michel Kaisin fund
The immobilization of a copper calix[6]azacryptand funnel complex on gold-modified electrodes is reported. Two different methodologies are described. One is based on alkyne-terminated thiol self assembled monolayers. The other relies on the electrografting of a calix[4]arene platform bearing diazonium functionalities at its large rim and carboxylic functions at its small rim, which is post-functionalized with alkyne moieties. In both cases, the CuAAC electroclick methodology proved to be the method of choice for grafting the calix[6]azacryptand onto the monolayers. The surface-immobilized complex was fully characterized by surface spectroscopies and electrochemistry in organic and aqueous solvents. The Cu complex display a well-defined quasi-reversible system in cyclic voltammetry associated with the Cu(II)/Cu(I) redox process. Remarkably, this-redox process triggers a powerful selective detection of primary alkylamines in water at a micromolar level, based on a cavitary recognition process.
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