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    蔡良珍, 林智星, 刘京, 刘涛平, 恰格德尔·爱蓉, 陶晓春. 苯基脒/碘化亚铜催化碘代芳烃与二芳胺的反应[J]. 华东理工大学学报(自然科学版), 2013, (3): 301-306.
    引用本文: 蔡良珍, 林智星, 刘京, 刘涛平, 恰格德尔·爱蓉, 陶晓春. 苯基脒/碘化亚铜催化碘代芳烃与二芳胺的反应[J]. 华东理工大学学报(自然科学版), 2013, (3): 301-306.
    CAI Liang-zhen, LIN Zhi-xing, LIU Jing, LIU Tao-ping, CHAGADER Ariun, TAO Xiao-chun. Reaction of Aryl Iodides and Diarylamines Catalyzed by Benzamidine/CuI[J]. Journal of East China University of Science and Technology, 2013, (3): 301-306.
    Citation: CAI Liang-zhen, LIN Zhi-xing, LIU Jing, LIU Tao-ping, CHAGADER Ariun, TAO Xiao-chun. Reaction of Aryl Iodides and Diarylamines Catalyzed by Benzamidine/CuI[J]. Journal of East China University of Science and Technology, 2013, (3): 301-306.

    苯基脒/碘化亚铜催化碘代芳烃与二芳胺的反应

    Reaction of Aryl Iodides and Diarylamines Catalyzed by Benzamidine/CuI

    • 摘要: N 烷(芳)基苯甲酰胺与氯化亚砜作用后,在三乙胺存在下与芳伯胺或脂肪伯胺反应,方便、高产率地得到了6个N,N′ 烷基或芳基苯甲脒;然后将其作为配体应用于铜催化的碘苯与二苯胺的偶联反应中,该类配体显示出了良好的活性,其中N 苯基 N′ 叔丁基苯甲脒(L6)的活性最高,产率达到96%;不同取代的碘代芳烃和含有吸电子或供电子基团的二苯胺用这一催化体系进行底物扩展,均能以很高的产率得到偶联产物。将这一催化体系应用于OLED(Organic Light Emitting Diode)的空穴传输材料N,N,N′,N′ 四苯基联苯二胺(TPB)及其溴代的衍生物的合成中,分别以77%和70%的产率得到目标产物。

       

      Abstract: N alkyl(aryl) benzamide reacted with thionyl chloride, and then in the presence of triarylamine reacted with arylamine or alkylamine. Six of benzamidines were gotten in high yields by this way. These ligands were applied in the reaction of phenyliodide and diphenylamine catalyzed by copper iodide, and N phenyl N′ tertbutylbenzamidine(L6) showed the best yield (96%) among these ligands. The scope of the reaction was examined, and various aryliodides and diarylamines with electron donating and electron withdrawing groups were reacted under optimized reactions. Most of them got excellent yields. This catalytic system was also used in synthesis of hole transporting materials TPB of OLED(Organic Light Emitting Diode) and its bromo derivatives and good yields were obtained (77% and 70%, respectively).

       

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