Visible light driven C-N cross-coupling reactions catalysed by a conjugated polymer network

Area of Science:

• Materials Science
• Organic Chemistry
• Photocatalysis

Background:

• Conjugated polymer networks (CPNs) are emerging materials with tunable electronic properties.
• Photocatalytic C-N cross-coupling reactions are crucial for synthesizing nitrogen-containing organic compounds.
• Developing efficient and sustainable catalytic systems for these reactions remains a challenge.

Purpose of the Study:

• To develop a novel fluorine and triazine-containing CPN for photocatalytic C-N cross-coupling reactions.
• To investigate the mechanism and optimize reaction conditions for visible light-driven coupling.
• To demonstrate the practical utility of the CPN in synthesizing high-value compounds.

Main Methods:

• Synthesis of a fluorine and triazine-containing CPN.
• In situ palladium doping of the CPN during preparation.
• Photocatalytic C-N cross-coupling reactions using aryl halides and amines under visible light.
• Mechanistic investigations using various analytical techniques.
• Gram-scale synthesis of target compounds.

Main Results:

• The CPN exhibited excellent performance in photocatalytic C-N cross-coupling reactions under visible light at room temperature.
• High yields (82-95%) and high turnover frequencies (up to 1515.46 h^-1) were achieved with low catalyst loading (5.0 wt%).
• The method demonstrated broad substrate scope, good functional group tolerance, and recyclability of the photocatalyst.
• Successful gram-scale synthesis of valuable compounds confirmed the practical applicability.

Conclusions:

• The developed CPN is a highly effective and recyclable photocatalyst for C-N cross-coupling reactions.
• The in situ Pd-doped CPN offers a sustainable and efficient approach for synthesizing complex organic molecules.
• This work provides a promising platform for further development of advanced polymer-based photocatalysts.