Synthesis and Characterization of Naphthalimide Diazene-Based Fluorescence Turn-on Molecules Responsive to Sulfinates

18 January 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The synthesis and characterization of sulfinate addition-responsive turn-on fluorescent molecules are described. Sulfinate addition to diazene-substituted naphthalimide under sulfonyl radical conditions afforded the sulfonyl hydrazides with high 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.

Keywords

Diazenes
Fluorescence Turn-on Molecules
Sulfinic Acids
Azo Compounds
Hydrazide

Supplementary materials

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Supporting Information
Description
This file contains the experimental procedures, analytical data (1H, 13C NMR, IR, mass spectroscopy, melting point, Rf values, UV-vis, fluorescence spectra, and fluorescence quantum yields), and computational results of the compounds.
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