Solvent-free synthesis of nitrone-containing template as a chemosensor for selective detection of Cu(II) in water

Autor(es)

Carneiro, Leonardo M. ^[1] ; Bartoloni, Fernando H. ^[1] ; Angolini, Celio F. F. ^[1] ; Keppler, Artur F. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Fed ABC, Ctr Ciencias Nat & Humanas, Ave Estados 5001, BR-09210580 Santo Andre, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY; v. 267, n. 2 FEB 15 2022.
• Citações Web of Science: 0

Resumo

A state-of-the-art method was developed for repurposing nitrone-containing compounds in the chemosensory field, the ability of the designed molecules to chelate metal cations was evaluated, and their unprecedented solubility in water was confirmed. A facile, rapid, and solvent-free method of synthesizing small molecular mass chemosensors was developed by using a modulative alpha-aryl -N-aryl nitrone template. alpha-(Z)-Imidazol-4-ylmethylen-N-phenyl nitrone (Nit1) and alpha-(Z)-2-pyridyl-N-phenyl nitrone (Nit2) were prepared in 15 min, isolated in less than 60 min with ca. 90% yield, and screened against nine metal cations. Nit1 is a small-molecular-mass compound (188 g mol(-1)) that is watersoluble and has specificity for sensing Cu2+ with an association constant of K = 1.53 x 10(10) and a limit of detection (LOD) of 0.06 ppm. These properties make Nit1 a competitive chemosensor for the detection of Cu2+ in aqueous solution. The nitrone-containing template used in this study is a step forward for new and small chemosensory entities. (C) 2021 Elsevier B.V. All rights reserved. (AU)

• Processo FAPESP: 12/07717-5 - Nitronas e hidroxilaminas com potencial farmacológico: síntese, prospecção da atividade antioxidante e estudos celulares
• Beneficiário: Artur Franz Keppler
• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores
• Processo FAPESP: 12/13807-7 - Novas ferramentas para o estudo de reações de transferência de elétron em sistemas modelo do PS II
• Beneficiário: Fernando Heering Bartoloni
• Modalidade de apoio: Auxílio à Pesquisa - Regular