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

18 January 2024, Version 1
Working Paper
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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Description
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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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Now Published

Synthesis of Naphthalimide Azocarboxylates Showing Turn‐On Fluorescence by Substitution Reaction with Sulfinates** [opens in a new tab]
Hiroki Tanimoto, Shogo Kyogaku, Aoi Otsuki, Takenori Tomohiro journal article
Chemistry – An Asian Journal , Volume 19, Issue 9
Online publication date: Apr 05, 2024

Version History

Jan 18, 2024 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2024-t95cn
D O I: 10.26434/chemrxiv-2024-t95cn [opens in a new tab]

Funding

Tamura Science and Technology Foundation
Takeda Science Foundation
JSPS KAKENHI (C)
JP22K06523

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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