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Volume 12, Issue 3 2301457
Research Article

A Versatile Synthetic Method for Photophysically and Chemically Stable [5]Rotaxane-Type Fluorescence Dyes of Various Colors by Using a Cooperative Capture Strategy

Yuki Ohishi

Corresponding Author

Yuki Ohishi

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

E-mail: [email protected]; [email protected]

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Kohei Nishioki

Kohei Nishioki

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Yuta Miyaoka

Yuta Miyaoka

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Keita Serizawa

Keita Serizawa

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Souma Sugawara

Souma Sugawara

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Koichiro Hayashi

Koichiro Hayashi

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Daichi Inoue

Daichi Inoue

Graduate School of Science and Engineering, University of Toyama, Toyama, 930–8555 Japan

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Munetaka Iwamura

Munetaka Iwamura

Graduate School of Science and Engineering, University of Toyama, Toyama, 930–8555 Japan

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Satoru Yokoyama

Satoru Yokoyama

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Junya Chiba

Junya Chiba

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

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Masahiko Inouye

Corresponding Author

Masahiko Inouye

Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194 Japan

E-mail: [email protected]; [email protected]

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First published: 26 August 2023

Abstract

Rotaxane-type fluorescence dyes promise applications of optical and biological interest because their inner fluorescence cores are protected in inseparable host–guest systems. However, there are few relevant reports of such rotaxane-type fluorescence dyes due to the difficulty of their syntheses. Here, a versatile synthetic method is established for [5]rotaxane-type fluorescence dyes by employing a cooperative capture strategy. Using this method, [5]rotaxanes with emission colors ranging from blue to red are synthesized successfully. These [5]rotaxanes show higher emission quantum yields than the corresponding naked fluorescence dyes in water and even in the solid state. Furthermore, these rotaxanes show photostability and chemical stability, demonstrating the high applicability of [5]rotaxane-type fluorescence dyes for a variety of emitting materials.

Conflict of Interest

The authors declare no conflict of interest.

Data Availability Statement

The data that support the findings of this study are available in the supplementary material of this article.