scholarly journals Switching-On Fluorescence by Copper (II) and Basic Anions: A Case Study with a Pyrene-Functionalized Squaramide

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1301
Author(s):  
Giacomo Picci ◽  
Jessica Milia ◽  
Maria Carla Aragoni ◽  
Massimiliano Arca ◽  
Simon J. Coles ◽  
...  

The new symmetric acyclic N,N’-bis(1-pyrenyl) squaramide (H2L) functionalized with the pyrene moiety as a fluorogenic fragment has been designed and its ability to selectively detect specific anions and metals investigated. H2L selectively binds Cl− both in solution (DMSO 0.5% H2O and MeCN) and in the solid state, and allows to selectively detect Cu2+ in MeCN with the formation of a 2:1 metal-receptor complex, with a green intense emission appreciable by naked eye under the UV lamp. The H2L copper complex preserves its emission properties in the presence of Cl−. The addition of basic anions (OH−, CN−, and F−) up to 10 equivalents caused the deprotonation of the squaramide NHs and a dramatic change of the emission properties of the H2L copper complex.

2020 ◽  
Vol 55 ◽  
pp. 101344 ◽  
Author(s):  
Gerardo E. Camí ◽  
Elena V. Brusau ◽  
Griselda E. Narda ◽  
Rubén M. Maggio
Keyword(s):  

2012 ◽  
Vol 51 (21) ◽  
pp. 11602-11611 ◽  
Author(s):  
Alexey Y. Timoshkin ◽  
Michael Bodensteiner ◽  
Tatiana N. Sevastianova ◽  
Anna S. Lisovenko ◽  
Elena I. Davydova ◽  
...  

2016 ◽  
Vol 45 (43) ◽  
pp. 17274-17280 ◽  
Author(s):  
Xiaoqing Wang ◽  
Qingsong Liu ◽  
Fen Qi ◽  
Lin Li ◽  
Hai-Dong Yu ◽  
...  

A series of boron difluoride dyes were demonstrated to possess intense emission both in solution and solid-state. Their fluorogenic sensing and imaging abilities were also investigated.


2020 ◽  
Author(s):  
Dominik Göbel ◽  
Daniel Duvinage ◽  
Tim Stauch ◽  
Boris Nachtsheim

Herein, we present minimalistic single-benzene, excited-state intramolecular proton transfer (ESIPT) based fluorophores as powerful solid state emitters. The very simple synthesis gave access to all four regioisomers of nitrile-substituted 2(oxazolinyl)phenols (MW = 216.1). In respect of their emission properties they can be divided into aggregation-induced emission enhancement (AIEE) luminophores (1-CN and 2-CN), dual state emission (DSE) emitters (3-CN) and aggregation-caused quenching (ACQ) fluorophores (4‐CN). Remarkably, with compound 1-CN we discovered a minimalistic ESIPT based fluorophore with extremely high quantum yield in the solid state ΦF = 87.3% at λem = 491 nm. Furthermore, quantum yields in solution were determined up to ΦF = 63.0%, combined with Stokes shifts up till 11.300 cm–1. Temperature dependent emission mapping, crystal structure analysis and time-dependent density functional theory (TDDFT) calculations gave deep insight into the origin of the emission properties.<br>


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