1,3,5-Triaryl-2-penten-1,5-dione anchored to insoluble supports as heterogeneous chromogenic chemosensor

Mercedes Alvaro, Carmela Aprile, Avelino Corma, Vicente Fornes, Hermenegildo Garcia, Encarna Peris

Research output: Contribution to journalArticlepeer-review

Abstract

N-Allyl substituted 1,5-diphenyl-3-(4-N-methylaminophenyl)-2-penten-1,5- dione (1a) has been immobilized on a polystyrene backbone, on the surface of mercaptopropyl-functionalized silica or inside the cavities of zeolite NaY. These solids either in suspension or in films act as chemosensors of Fe 3+ and other strong Lewis acid metal ions such as Cu 2+ and Pb 2+ in buffered water or ethanol. Brönsted acids in low pH aqueous solutions also produce the response of the sensor. For sensing of Fe 3+, depending on the loading of 1a (typically from 2.5 to 0.5 wt%) the solids can test from 10 -2 to 10 -4 M aqueous solutions. The time response can vary from tens of minutes to below a minute depending on hydrophilic/hydrophobic nature of the support and also on the 1a loading. The solid sensor was reused up to 10 times by regenerating after every use the initial form with NaAcO treatment. Graphical Abstract

Original languageEnglish
Pages (from-to)8257-8263
Number of pages7
JournalTetrahedron
Volume60
Issue number37
DOIs
Publication statusPublished - 6 Sept 2004

Keywords

  • Chemosensors
  • Covalent functionalization
  • Pyrylium dye

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