Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes

• Published in: Materials Vol. 14; no. 7; p. 1676
• Main Authors: Mruk, Julianna, Pacuła-Miszewska, Agata J, Pazderski, Leszek, Drogosz-Stachowicz, Joanna, Janecka, Anna E, Ścianowski, Jacek
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 29.03.2021; MDPI
• Subjects: Anticancer properties; antioxidant activity; antiproliferative activity; Benzaldehyde; Bonding; C-H activation; C-N bond formation; Carbon; Chromatography; Coupling; Differential thermal analysis; Infrared analysis; Leukemia; Ligands; Nitrogen; NMR; Nuclear magnetic resonance; Piperidine; Solvents; Tactics; Transition metals; St Louis Missouri; United States > US; Germany; C-H activation; C-N bond formation; antioxidant activity; antiproliferative activity
• ISSN: 1996-1944; 1996-1944
• DOI: 10.3390/ma14071676

One of the main tactics to access C-N bonds from inactivated C-H functionalities is direct transition metal-supported aminations. Due to the often harsh reaction conditions, the current goal in the field is the search for more mild and sustainable transformations. Herein, we present the first solvent-free thermally induced C-N bond formation driven by Au(III) salts. The general structure of the products was confirmed by H, C, N NMR, TGA-DTA and ATR/FT-IR analysis. Additionally, all derivatives were tested as catalysts in a three-component coupling reaction between phenylacetylene, benzaldehyde and piperidine and as anticancer agents on HL-60 and MCF-7 cell lines.