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

Luminescent N-heterocyclic carbene chloride copper (I) complexes incorporating pyrene chromophore (1-Pyrenyl-NHC-R)-Cu-Cl, (3, 4) have been prepared and fully characterized. Two complexes were prepared with R = methyl (3) and R = naphthyl groups (4) at the nitrogen center of the carbene unit to tune...

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Autores principales: Cheng, Yaping, Gontard, Geoffrey, Khatyr, Abderrahim, Knorr, Michael, Amouri, Hani
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10223749/
https://www.ncbi.nlm.nih.gov/pubmed/37241767
http://dx.doi.org/10.3390/molecules28104025
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author Cheng, Yaping
Gontard, Geoffrey
Khatyr, Abderrahim
Knorr, Michael
Amouri, Hani
author_facet Cheng, Yaping
Gontard, Geoffrey
Khatyr, Abderrahim
Knorr, Michael
Amouri, Hani
author_sort Cheng, Yaping
collection PubMed
description Luminescent N-heterocyclic carbene chloride copper (I) complexes incorporating pyrene chromophore (1-Pyrenyl-NHC-R)-Cu-Cl, (3, 4) have been prepared and fully characterized. Two complexes were prepared with R = methyl (3) and R = naphthyl groups (4) at the nitrogen center of the carbene unit to tune their electronic properties. The molecular structures of 3 and 4 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 1 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.
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spelling pubmed-102237492023-05-28 N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties Cheng, Yaping Gontard, Geoffrey Khatyr, Abderrahim Knorr, Michael Amouri, Hani Molecules Article Luminescent N-heterocyclic carbene chloride copper (I) complexes incorporating pyrene chromophore (1-Pyrenyl-NHC-R)-Cu-Cl, (3, 4) have been prepared and fully characterized. Two complexes were prepared with R = methyl (3) and R = naphthyl groups (4) at the nitrogen center of the carbene unit to tune their electronic properties. The molecular structures of 3 and 4 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 1 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. MDPI 2023-05-11 /pmc/articles/PMC10223749/ /pubmed/37241767 http://dx.doi.org/10.3390/molecules28104025 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Cheng, Yaping
Gontard, Geoffrey
Khatyr, Abderrahim
Knorr, Michael
Amouri, Hani
N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title_full N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title_fullStr N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title_full_unstemmed N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title_short N-Heterocyclic Carbene Copper (I) Complexes Incorporating Pyrene Chromophore: Synthesis, Crystal Structure, and Luminescent Properties
title_sort n-heterocyclic carbene copper (i) complexes incorporating pyrene chromophore: synthesis, crystal structure, and luminescent properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10223749/
https://www.ncbi.nlm.nih.gov/pubmed/37241767
http://dx.doi.org/10.3390/molecules28104025
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