Issue 47, 2020, Issue in Progress
From the journal:

RSC Advances

Through bond energy transfer (TBET)-operated fluoride ion sensing via spirolactam ring opening of a coumarin–fluorescein bichromophoric dyad†

Subrata Kumar Padhan, ORCID logo a   Vipin Kumar Mishra,b   Narayan Murmu, ORCID logo a   Sabyashachi Mishra ORCID logo *b  and  Satya Narayan Sahu ORCID logo *a  

* Corresponding authors

a School of Chemistry, Sambalpur University, Jyoti Vihar, Burla-768 019, Odisha, India
E-mail: snsahu.chem@gmail.com, snsahu@suniv.ac.in

b Department of Chemistry, Indian Institute of Technology, Kharagpur – 721302, India
E-mail: mishra@chem.iitkgp.ac.in

Abstract

The detection of fluoride ions in a competitive environment often poses several challenges. In this work, we have designed and synthesized a coumarin functionalized fluorescein dyad (R3) which represents an ideal through bond energy transfer (TBET) fluorophore with the coumarin unit as donor and fluorescein unit as acceptor. The bichromophoric dyad demonstrates the detection of fluoride ions in the parts per billion (ppb) concentration level (22.8 ppb) with high selectivity via a TBET emission signal at 548 nm with a diagnostic bright yellow colour fluorescence output. Based on UV-visible, fluorescence, 1H NMR and DFT studies, it is shown that the fluoride ion induces the opening of the spirolactam ring of the fluorescein moiety and provides a π-conjugation link between the donor and acceptor units enabling a TBET phenomenon with a larger pseudo-Stokes shift of 172 nm. To the best of our knowledge, this is the first report where the fluoride ion is detected via a TBET signal between the coumarin and fluorescein units in a bichromophoric dyad.

Graphical abstract: Through bond energy transfer (TBET)-operated fluoride ion sensing via spirolactam ring opening of a coumarin–fluorescein bichromophoric dyad

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D0RA05357K
Article type
Paper
Submitted
18 Jun 2020
Accepted
24 Jul 2020
First published
30 Jul 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 28422-28430

Permissions

Request permissions

Through bond energy transfer (TBET)-operated fluoride ion sensing via spirolactam ring opening of a coumarin–fluorescein bichromophoric dyad

S. K. Padhan, V. K. Mishra, N. Murmu, S. Mishra and S. N. Sahu, RSC Adv., 2020, 10, 28422 DOI: 10.1039/D0RA05357K

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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