We describe a convenient method for the synthesis of symmetrical and unsymmetrical conjugated 1,3-diynes from cross-coupling reactions of organoaluminum with alkynylhalides: The cross-coupling reaction of organoaluminum (0.75 mmol) with alkynylhalides (0.5 mmol) mediated by Ni(acac)₂ (5 mol%)/DPPE(10 mol%) at room temperature in DME may produce symmetrical and unsymmetrical conjugated 1,3-diynes in moderate to good yields(up to 98%) derivatives. Their structures have been determined by HRMS and ¹H(¹³C)NMR data. On the basis of the experimental results, a possible catalytic cycle has been proposed.

中文翻译：

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镍催化的有机铝试剂与炔基卤化物的交叉偶联，用于合成对称和不对称的共轭1,3-二炔衍生物

我们描述了一种从有机铝与炔卤化物的交叉偶联反应合成对称和不对称共轭1,3-二炔的简便方法：Ni（acac）介导的有机铝（0.75 mmol）与卤化炔烃（0.5 mmol）的交叉偶联反应）₂（5 mol％）/ DPPE（10 mol％）在DME中于室温下可能以中等到良好的产率（最高达98％）生成对称和不对称的共轭1,3-二炔。通过HRMS和¹ H（¹³ C）NMR数据确定了它们的结构。根据实验结果，提出了可能的催化循环。