Bimodal fluorescence signaling based on control of the excited-state conformational twisting and the ground-state protonation processes
Journal
Tetrahedron Letters
Journal Volume
48
Journal Issue
17
Pages
3097-3102
Date Issued
2007
Author(s)
Abstract
Amino-based fluoroionophores 1 and 2 can selectively sense alkaline earth metal ions in MeCN under both neutral and acidic conditions by different signaling mechanisms. The fluoroionophoric behavior for the neutral probes is characterized by an 'off-on' photoinduced electron transfer (PET)-like fluorescence intensity response due to a switching from a twisted internal charge transfer (TICT) to a planar internal charge transfer (PICT) state. For the protonated probes (i.e., 1/H+ and 2/H+), the fluorescing species is the localized stilbene fluorophores, but dual fluorescence is induced upon metal-ion recognition through a deprotonation process. © 2007 Elsevier Ltd. All rights reserved.
SDGs
Type
journal article
