Issue 31, 2024

Intensified electrochemiluminescence and photoluminescence via supramolecular anion recognition interactions

Abstract

Herein, intensified electrochemiluminescence (ECL) and photoluminescence (PL) via supramolecular anion recognition interactions are demonstrated. A bisindolylpyrrole derivative with a structure containing two indole groups and 2-hexyl-pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione, BIPPD, was designed and synthesized de novo to induce the enhanced ECL and PL emission based on hydrogen bonding interactions with the dihydrogen phosphate anion. Remarkably, the ECL quantum efficiency and PL quantum yield were discovered to increase up to 5.5-fold and 1.5-fold, respectively, via this anion coordination. Dopant PF6 was found not to form hydrogen bonds, while HSO4 doping does slightly with the receptor molecule. There was no enhancement in either ECL or PL in both scenarios, revealing great recognition selectivity of the synthesized BIPPD. Mechanistic studies via1H NMR, ECL, and PL spectra illustrated that the ECL processes varied in the presence and absence of H2PO4 doping, thus leading to the understanding of enhanced efficiency. The bisindolylpyrrole derivative will find applications in supramolecular and analytical chemistry via controlled hydrogen bonding interactions.

Graphical abstract: Intensified electrochemiluminescence and photoluminescence via supramolecular anion recognition interactions

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Article information

Article type
Edge Article
Submitted
22 May 2024
Accepted
02 Jul 2024
First published
04 Jul 2024
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2024,15, 12291-12300

Intensified electrochemiluminescence and photoluminescence via supramolecular anion recognition interactions

J. Cheng, L. Yang, R. Wang, J. A. Wisner, Z. Ding and H. Wang, Chem. Sci., 2024, 15, 12291 DOI: 10.1039/D4SC03338H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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