ArticleChemistry (Weinheim an der Bergstrasse, Germany)2016
Quenching of pH-Responsive Luminescence of a Benzoindolizine Sensor by an Ultrafast Hydrogen Shift.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Lewis Acid-Catalyzed Strain-Enabled (3+3) Annulation of Bicyclo[1.1.0]Butanes With Indolylalcohols: Synthesis of Indole-Fused Aza-Bicyclo[3.1.1]Heptanes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Review
- Synthesis, photophysical and electrochemical properties of pyridine, pyrazine and triazine-based (D-π-)Beilstein journal of organic chemistry · 2019Article
- A four-state fluorescent molecular switch.Chemical communications (Cambridge, England) · 2018Article
- A new red fluorophore with aggregation enhanced emission by an unexpected "One-step" protocol.RSC advances · 2018Article
- A functional applied material on recognition of metal ion zinc based on the double azine compound.Tetrahedron · 2017Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Fluorescent-sensor design requires consideration of how photochemical dynamics control properties of a sensing state. Transient absorption (TA) spectroscopy reveals an ultrafast net [1,3]-hydrogen shift following excitation of a protonated methoxy benzoindolizine (bzi) sensor in solution. These photochemical dynamics explain a quenched pH-responsive fluorescence shift and dramatically reduced fluorescence quantum yield relative to other (e. g. methyl) bzi compounds that do not tautomerize. Calculations predict the energetic and structural feasibility for rearrangement in protonated bzi compounds, such that interaction between the pi-network and strongly electron-donating methoxyl must lower the barrier for suprafacial H or H
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