Synthesis of Naphthalimide Azocarboxylates Showing Turn-on Fluorescence by Substitution Reaction With Sulfinates

Chem Asian J. 2024 Mar 14:e202400145. doi: 10.1002/asia.202400145. Online ahead of print.ABSTRACTThe synthesis and characterization of sulfinate addition-responsive fluorescent molecules are described. We found that addition reaction of sulfinates to naphthalimide-substituted azocarboxylates afforded the corresponding sulfonyl hydrazides with high fluorescence quantum yields (up to 0.91 in THF and 0.54 in methanol), which exhibited a large Stokes shift (105 nm) in protic methanol solvent, while the unsubstituted hydrazide and the sulfonyl-position isomer showed no fluorescence in polar solvents.PMID:38483258 | DOI:10.1002/asia.202400145

Source: Chemistry, an Asian Journal - March 14, 2024 Category: Chemistry Authors: Hiroki Tanimoto Shogo Kyogaku Aoi Otsuki Takenori Tomohiro Source Type: research