» Articles » PMID: 37241767

-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties

Overview
Journal Molecules
Publisher MDPI
Specialty Biology
Date 2023 May 27
PMID 37241767
Authors
Affiliations
Soon will be listed here.
Abstract

Luminescent -heterocyclic carbene chloride copper (I) complexes incorporating pyrene chromophore (1-Pyrenyl-NHC-R)-Cu-Cl, (, ) have been prepared and fully characterized. Two complexes were prepared with R = methyl () and R = naphthyl groups () at the nitrogen center of the carbene unit to tune their electronic properties. The molecular structures of and have been elucidated by X-ray diffraction and confirm the formation of the target compounds. Preliminary results reveal that all compounds including the imidazole-pyrenyl ligand are emissive in the blue region at room temperature in solution and in solid-state. All complexes display quantum yields comparable or higher when compared to the parent pyrene molecule. Interestingly replacement of the methyl by naphthyl group increases the quantum yield by almost two-folds. These compounds might show promise for applications as optical displays.

References
1.
Harisomayajula N, Makovetskyi S, Tsai Y . Cuprophilic Interactions in and between Molecular Entities. Chemistry. 2019; 25(38):8936-8954. DOI: 10.1002/chem.201900332. View

2.
Chow A, So M, Lu W, Zhu N, Che C . Synthesis, photophysical properties, and molecular aggregation of gold(I) complexes containing carbon-donor ligands. Chem Asian J. 2010; 6(2):544-53. DOI: 10.1002/asia.201000499. View

3.
Meier-Menches S, Neuditschko B, Zappe K, Schaier M, Gerner M, Schmetterer K . An Organometallic Gold(I) Bis-N-Heterocyclic Carbene Complex with Multimodal Activity in Ovarian Cancer Cells. Chemistry. 2020; 26(67):15528-15537. PMC: 7756355. DOI: 10.1002/chem.202003495. View

4.
Nelson D, Nolan S . Quantifying and understanding the electronic properties of N-heterocyclic carbenes. Chem Soc Rev. 2013; 42(16):6723-53. DOI: 10.1039/c3cs60146c. View

5.
Gauthier E, Kaczmarczyk D, Del Fre S, Favereau L, Caytan E, Cordier M . Helicenic N-heterocyclic carbene copper(I) complex displaying circularly polarized blue fluorescence. Dalton Trans. 2022; 51(40):15571-15578. DOI: 10.1039/d2dt01925f. View