Synthesis of Naphthalimide Azocarboxylates Showing Turn‐On Fluorescence by Substitution Reaction with Sulfinates**

Author:

Tanimoto Hiroki1ORCID,Kyogaku Shogo1,Otsuki Aoi1,Tomohiro Takenori1

Affiliation:

1. Faculty of Pharmaceutical Sciences University of Toyama 2630 Sugitani Toyama 930-0194 Japan

Abstract

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.

Funder

Tamura Science and Technology Foundation

Takeda Science Foundation

Publisher

Wiley

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