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A multifunctional use of bis(methylene)bis(5-bromo-2-hydroxyl salicyloylhydrazone): from metal sensing to ambient catalysis of A3 coupling reactions

The potential use of bis(methylene)bis(5-bromo-2-hydroxylsalicyloylhydrazone) as a multifunctional fluorescence sensor for Cu(2+), Ni(2+), Co(2+) and Fe(2+) ions was investigated. The optical behaviour shows an increase in an absorption band at 408 nm which can be ascribed to the d–d transition (UV-...

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Detalles Bibliográficos
Autores principales: Peewasan, Krisana, Merkel, Marcel P., Fuhr, Olaf, Anson, Christopher E., Powell, Annie K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057725/
https://www.ncbi.nlm.nih.gov/pubmed/35519231
http://dx.doi.org/10.1039/d0ra07687b
Descripción
Sumario:The potential use of bis(methylene)bis(5-bromo-2-hydroxylsalicyloylhydrazone) as a multifunctional fluorescence sensor for Cu(2+), Ni(2+), Co(2+) and Fe(2+) ions was investigated. The optical behaviour shows an increase in an absorption band at 408 nm which can be ascribed to the d–d transition (UV-vis) of the metal ions and a concomitant decrease in fluorescence intensity at 507 nm. The crystallographic analysis shows the binding site of the sensor to two Cu(2+) ions and confirms the stoichiometry of 1 : 2 (ligand to metal) which is in good agreement with a Job plot analysis. Furthermore the Cu(2+)-complex catalyses A3 coupling reactions at 1 mol% catalytic loading; chiral propargylamine derivatives were obtained in high yield after 24 h reaction time under ambient conditions.