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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1529-1534. 上一篇    下一篇

研究论文

新型联苯类双膦配体的合成及钯催化Suzuki-Miyaura反应

彭宗海1，马梦林2，付海燕1，陈华*,1   

  1. (1四川大学化学学院有机金属络合催化研究所 绿色化学与技术教育部重点实验室 成都 610064)
    (2西华大学化学系 成都 611930)
  • 收稿日期:2010-02-26 修回日期:2010-05-06 发布日期:2010-06-03
  • 通讯作者: 陈华 E-mail:scuhchen@163.com

Synthesis of a New Biphenyl Diphosphine Ligand and Its Pd-Catalyzed Suzuki-Miyaura Reaction

Peng Zonghai1 Ma Menglin2 Fu Haiyan1 Chen Hua*,1   

  1. (1 Key Laboratory of Green Chemistry and Technology, Ministry of Education, the Institute of Homogeneous Catalysis, Faculty of Chemistry, Sichuan University, Chengdu 610064)
    (2 Department of Chemistry, Xihua University, Chengdu 611930)
  • Received:2010-02-26 Revised:2010-05-06 Published:2010-06-03
  • Contact: Hua Chen E-mail:scuhchen@163.com

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1426

被引次数

7

以易得3-溴苯甲醚为原料经四步反应合成了新联苯双膦配体6,6 -二甲氧基-2,2 -二(二-2-吡啶基膦)-1,1 -联苯(DPP), 且经氢谱、磷谱、碳谱和高分辨质谱表征. 此配体的钯配合物对多种芳基溴和苯硼酸的Suzuki-Miyaura偶联反应表现出很高的催化性能, 即使芳基溴有较大的空间位阻或者带有官能团取代基也能获得很好的结果.

关键词: Suzuki-Miyaura交叉偶联, 双膦配体, 芳卤, 合成

A new diphosphine, 6,6 -dimethoxy-2,2 -bis(di-2-pyridylphosphino)-1,1 -biphenyl (DPP), has been synthesized from commercially available 3-bromoanisole in four steps and fully characterized by 1H NMR, 31P NMR, 13C NMR and HRMS techniques. The palladium complex of the new ligand DPP provided excellent yields in Suzuki-Miyaura coupling reaction of aryl bromides with phenyl boronic acid, even in the presence of hindered and functional groups.

Key words: Suzuki-Miyaura cross-coupling, diphosphine, aryl halide, synthesis