<p>A strategy for enhancing organic chemical reactions was investigated using deep eutectic solvents (DESs). A DES system comprising caprolactam and sorbitol in a 3:1 molar ratio was developed and successfully applied to Suzuki coupling reactions. Under optimized conditions (100&#xa0;°C, 25&#xa0;min reaction time, 0.14&#xa0;g/mol PdP<sub>4</sub> catalyst loading), the coupling of 12 bromoarenes with 7 phenylboronic acids was achieved, yielding products with &gt; 71% conversion in all cases. Notably, the DES-catalyst system demonstrated the excellent recyclability, maintaining &gt; 91% yield over five consecutive cycles. Through quantum chemical calculations, the hydrogen-bonding network within the DES and its coordination mechanism with PdCl₂ were elucidated. Comparative analysis revealed a 9.6-fold acceleration in reaction rate and an 80% reduction in catalyst consumption compared to the conventional methods. These findings established a green and efficient synthetic methodology for Suzuki coupling reactions, demonstrating significant potential for industrial-scale applications.</p>

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Amide/polyol deep eutectic solvents as green promoters for Suzuki coupling reactions

  • Zihan Guo,
  • Qinglei Yan,
  • Lei Shi,
  • Xiaojie Zhang,
  • Shiwen Xing,
  • Huanxin Wang,
  • Wei Zhang,
  • Libo Zhong,
  • Baoyou Liu,
  • Yonghuan Bian,
  • Limin Wang,
  • Gang Yue

摘要

A strategy for enhancing organic chemical reactions was investigated using deep eutectic solvents (DESs). A DES system comprising caprolactam and sorbitol in a 3:1 molar ratio was developed and successfully applied to Suzuki coupling reactions. Under optimized conditions (100 °C, 25 min reaction time, 0.14 g/mol PdP4 catalyst loading), the coupling of 12 bromoarenes with 7 phenylboronic acids was achieved, yielding products with > 71% conversion in all cases. Notably, the DES-catalyst system demonstrated the excellent recyclability, maintaining > 91% yield over five consecutive cycles. Through quantum chemical calculations, the hydrogen-bonding network within the DES and its coordination mechanism with PdCl₂ were elucidated. Comparative analysis revealed a 9.6-fold acceleration in reaction rate and an 80% reduction in catalyst consumption compared to the conventional methods. These findings established a green and efficient synthetic methodology for Suzuki coupling reactions, demonstrating significant potential for industrial-scale applications.