Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
Abstract
:1. Introduction
2. Materials and Methods
2.1. General
2.2. Procedures
2.2.1. General Procedure for the Synthesis of Ligands 8–15
2.2.2. General Procedure for the Synthesis of Au(III) Trichloride Complexes 8a–15a
2.2.3. General Procedure for the Synthesis of Tetrachloroaurate(III) Salts 8b–15b
2.3. Studies Of Catalytic Properties of 8b–15b
2.4. Metabolic Activity Assay
3. Results and Discussion
3.1. Synthesis and Characterization
3.2. Catalytic Properties
3.3. Biological Activity
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Catalyst | t [h] | T [°C] | Yield [%] |
---|---|---|---|
8b | 24 | 55 | 99 |
9b | 24 | 55 | 97 |
10b | 24 | 55 | 97 |
11b | 24 | 55 | 99 |
12b | 24 | 55 | 99 |
13b | 24 | 55 | 99 |
14b | 24 | 55 | 98 |
15b | 24 | 40 | 58 |
15b | 48 | 40 | 66 |
15b | 24 | 55 | 99 |
NaAuCl4 | 24 | 55 | 84 |
Compound | IC50 [μM] a | |||
---|---|---|---|---|
HL-60 | MCF-7 | MCF-10A | Selectivity Index MCF-10A/MCF-7 | |
8b | >100 | >100 | ||
9b | 42.7 ± 1.4 | 76.9 ± 4.4 | ||
10b | >100 | 71.6 ± 6.7 | ||
11b | 36.5 ± 2.2 | 74.0 ± 0.3 | ||
12b | 41.2 ± 1.8 | 21.3 ± 2.0 | 21.8 ± 2.3 | 1.02 |
13b | 20.9 ± 0.9 | 16.9 ± 0.8 | 20.7 ± 0.5 | 1.20 |
14b | 75.8 ± 6.8 | 41.5 ± 1.7 | ||
15b | >100 | >100 | ||
Cisplatin | 4.9 ± 0.1 | 23.6 ± 1.3 |
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Mruk, J.; Pacuła-Miszewska, A.J.; Pazderski, L.; Drogosz-Stachowicz, J.; Janecka, A.E.; Ścianowski, J. Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes. Materials 2021, 14, 1676. https://doi.org/10.3390/ma14071676
Mruk J, Pacuła-Miszewska AJ, Pazderski L, Drogosz-Stachowicz J, Janecka AE, Ścianowski J. Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes. Materials. 2021; 14(7):1676. https://doi.org/10.3390/ma14071676
Chicago/Turabian StyleMruk, Julianna, Agata J. Pacuła-Miszewska, Leszek Pazderski, Joanna Drogosz-Stachowicz, Anna E. Janecka, and Jacek Ścianowski. 2021. "Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes" Materials 14, no. 7: 1676. https://doi.org/10.3390/ma14071676