Issue 5, 2017

A new fluorophore displaying remarkable solvatofluorochromism and solid-state light emission, and serving as a turn-on fluorescent sensor for cyanide ions

Abstract

A new tetrabenzofluorene fluorophore, containing 2,2-dicyanoethenylphenyl groups, was synthesized and subjected to photophysical studies. This substance was found to exhibit a relatively intense fluorescence in various organic solvents associated with remarkable solvatofluorochromism [ΔλEM = 170 nm (5060 cm−1) from cyclohexane to CH2Cl2]. In addition, the tetrabenzofluorene derivative displays crystallization-induced enhanced emission (CIEE) in aqueous THF solutions. The results of theoretical calculations show that this substance has a low energy LUMO and that a high level of spatial separation exists between its HOMO and LUMO. This finding suggests that the ground-to-excited state electronic transition of this substance should have intramolecular charge-transfer character. In addition, the tetrabenzofluorene derivative serves as a turn-on fluorescent sensor for cyanide by displaying an intense blue-green fluorescence in the presence of cyanide ions.

Graphical abstract: A new fluorophore displaying remarkable solvatofluorochromism and solid-state light emission, and serving as a turn-on fluorescent sensor for cyanide ions

Supplementary files

Article information

Article type
Research Article
Submitted
12 Janv. 2017
Accepted
09 Febr. 2017
First published
21 Febr. 2017

Org. Chem. Front., 2017,4, 743-749

A new fluorophore displaying remarkable solvatofluorochromism and solid-state light emission, and serving as a turn-on fluorescent sensor for cyanide ions

Y. Kimura, I. Kawajiri, M. Ueki, T. Morimoto, J. Nishida, H. Ikeda, M. Tanaka and T. Kawase, Org. Chem. Front., 2017, 4, 743 DOI: 10.1039/C7QO00029D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements