Citation: Yanli Cui, Xiaoning Guo, Yingyong Wang, Xiangyun Guo. Carbonylative Suzuki coupling reactions of aryl iodides with arylboronic acids over Pd/SiC[J]. Chinese Journal of Catalysis, ;2015, 36(3): 322-327. doi: 10.1016/S1872-2067(14)60258-8 shu

Carbonylative Suzuki coupling reactions of aryl iodides with arylboronic acids over Pd/SiC

1.
a State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, Shanxi, China;

Corresponding author: Xiaoning Guo,
Received Date: 14 September 2014
Available Online: 28 November 2014
Fund Project: 国家自然科学基金(21203233) (21203233) 山西省自然科学基金(2013021007-1). (2013021007-1)

High surface area SiC has been used to prepare a Pd/SiC catalyst using the liquid reduction method, and the resulting catalyst was used for the carbonylative Suzuki coupling reaction of aryl iodides with arylboronic acids. The catalyst was also characterized by X-ray diffraction, inductively coupled plasma-mass spectroscopy and high-resolution transmission electron microscopy. The results of these analyses showed that homogeneous Pd nanoparticles with a mean diameter of 2.8 nm were uniformly dispersed on the SiC surface. Optimization of the reaction conditions for the carbonylative Suzuki coupling reaction, including the solvent, base, pressure, temperature and reaction time, revealed that the model reaction of iodobenzene (1.0 mmol) with phenylboronic acid (1.5 mmol) could reach 90% conversion with a selectivity of 99% towards the diphenyl ketone using 3 wt% Pd/SiC under 1.0 MPa of CO pressure at 100 ℃ for 8 h with K₂CO₃ (3.0 mmol) as the base and anisole as the solvent. The Pd/SiC catalyst exhibited broad substrate scope towards the carbonylative Suzuki coupling reaction of aryl iodides with arylboronic acids bearing a variety of different substituents. Furthermore, the Pd/SiC catalyst exhibited good recyclability properties and could be recovered and reused up to five times with the conversion of iodobenzene decreasing only slightly from 90% to 76%. The decrease in the catalytic activity after five rounds was attributed to the loss of active Pd during the organic reaction.
- Palladium/silicon carbide,
- Carbonylation Suzuki coupling,
- Aryl iodide,
- Arylboronic acid,
- Heterogeneous catalysis
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沈阳化工大学材料科学与工程学院沈阳 110142