ArticleChemical science2016
Tuning ESIPT fluorophores into dual emitters.
Article in Chemical science, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.
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Who cites it
30 citing papers in PubMed.
- Excited-State Antiaromaticity in Nonbenzenoid Aromatics: Examining the Dynamics of Intramolecular Proton Transfer With a Small Driving Force.Angewandte Chemie (International ed. in English) · 2026Article
- Small Organic Molecule-Based Multicolor Fluorescent Smart Materials: From Design Principles and Optical Properties to Versatile Applications.ACS central science · 2026Review
- Bright Solvatochromic Fluorophores With Dual Emission Enabled by a Donor-Engineering Strategy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Unveiling key descriptorsChemical science · 2026Article
- ESIPT Active Schiff Base Fluorescent Sensor for Selective and Sensitive Detection of Co(II) Ions: Experimental, DFT Optimization Studies and Real Sample Analysis.Journal of fluorescence · 2026Article
- Theoretical Investigation on the Excited-State Proton Transfer Mechanism of 2-(1 H-benzo[d]imidazol-2-yl)-6-(benzo[d]thiazol-2-yl)-4-bromophenol.Journal of fluorescence · 2026Article
- Dual Excitation and Dual Emission in a 1,4-Diazepine Bearing an Extended π-System.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- N-Aryl or N-Alkyl Pyridinium-Substituted Excited-State Intramolecular Proton Transfer Fluorophores.ChemPlusChem · 2025Article
- Exploring Emission Ratios: Influence of Neighboring Groups on TSAL Core.The journal of physical chemistry. A · 2025Article
- Article
- Experimental and theoretical comprehension of ESIPT fluorophores based on a 2-(2'-hydroxyphenyl)-3,3'-dimethylindole (HDMI) scaffold.Chemical science · 2024Article
- Lactam-fused tropolones: a new tunable, environmentally sensitive fluorophore class.Organic & biomolecular chemistry · 2023Article
- Exploring Solvent Effects on the Proton Transfer Processes of Selected Benzoxazole Derivatives by Femtosecond Time-Resolved Fluorescence and Transient Absorption Spectroscopies.ACS physical chemistry Au · 2023Article
- ESIPT-Capable 4-(2-Hydroxyphenyl)-2-(Pyridin-2-yl)-1Molecules (Basel, Switzerland) · 2023Article
- The Interplay between ESIPT and TADF for the 2,2'-Bipyridine-3,3'-diol: A Theoretical Reconsideration.International journal of molecular sciences · 2022Article
- Multi-Mode and Dynamic Persistent Luminescence from Metal Cytosine Halides through Balancing Excited-State Proton Transfer.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Article
- A solvent-assisted ESIPT fluorescent dye for FAnalytical and bioanalytical chemistry · 2021Article
- 3-Hydroxyflavone derivatives: promising scaffolds for fluorescent imaging in cells.RSC advances · 2021Review
- Benzimidazole-Based N,O Boron Complexes as Deep Blue Solid-State Fluorophores.Materials (Basel, Switzerland) · 2021Article
- Opposite substituent effects in the ground and excited states on the acidity of N-H fragments involved in proton transfer reaction in aromatic urea compounds.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2021Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Dyes undergoing excited-state intramolecular proton transfer (ESIPT) are known to present large Stokes shifts as a result of the important geometrical reorganisation following photon absorption. When the ESIPT process is not quantitative, one can obtain dual emitters characterised by two distinct fluorescence bands, observed due to emissions from both the canonical and ESIPT isomers. However, dual emission generally requires to maintain a very specific balance, as the relative excited-state free energies of the two tautomers have to be within a narrow window to observe the phenomenon. Consequently, simple chemical intuition is insufficient to optimise dual emission. In the present contribution, we investigate, with the help of quantum-mechanical tools and more precisely, time-dependent density functional theory (TD-DFT) and algebraic diagrammatic construction (ADC), a wide panel of possible ESIPT/dual emitters with various substituents. The selected protocol is first shown to be very robust on a series of structures with known experimental behaviour, and next is applied to novel derivatives with various substituents located at different positions. This work encompasses the largest chemical library of potential ESIPT compounds studied to date. We pinpoint the most promising combinations for building dual emitters, highlight unexpected combination effects and rationalise the impact of the different auxochromes.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.