A novel fluoride-sensing scaffold by a peculiar acid-promoted trimerization of 5,6-dihydroxyindole

作者：Panzella Lucia; Pezzella Alessandro; Arzillo Marianna; Manini Paola; Napolitano Alessandra; d'Ischia Marco^*

来源：Tetrahedron, 2009, 65(10): 2032-2036.

DOI：10.1016/j.tet.2009.01.003

• 5,6-Dihydroxyindole
• Fluoride
• Sensor
• Fluorescence
• Rearrangement

An unusual rearranged trimer, 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline (1a), was obtained as the acetyl derivative (1b) by mild acid-promoted polymerization of 5,6-dihydroxyindole at pH 2. Compound 1b proved to be a selective fluoride-sensing compound, transducing F- binding into a distinct absorption at 414 turn and a marked fluorescence enhancement at 489 nm.

• 出版日期2009-3-7