Synthesis of Triborylalkenes from Terminal Alkynes by Iridium-Catalyzed Tandem C-H Borylation and Diboration
Synthesis of Triborylalkenes from Terminal Alkynes by Iridium-Catalyzed Tandem C-H Borylation and Diboration
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DOI：
10.1002/anie.201507372
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发表时间：
2015-11-16
影响因子：
16.6
通讯作者：
Ozerov, Oleg V.
中科院分区：
文献类型：
--
作者：
Lee, Chun-I;Shih, Wei-Chun;Ozerov, Oleg V.
报道了一种将末端炔烃转化为三乙基烯的两步反应。在第一步中，末端炔烃和频那科硼烷(HBpin)被转化为炔基硼酸酯，它被由Sinn钳形配体支撑的Ir络合物催化。在第二步中，反应混合物用CO处理，生成一种新的催化剂，该催化剂催化炔基硼酸酯与频碳硼烷的脱氢二硼化合成。二硼化反应的机理尚不清楚，但它不是通过氢化反应产物的中间体或通过B(2)PIN(2)进行的。
A two-step reaction to convert terminal alkynes into triborylalkenes is reported. In the first step, the terminal alkyne and pinacolborane (HBpin) are converted into an alkynylboronate, which is catalyzed by an iridium complex supported by a SiNN pincer ligand. In the second step, treatment of the reaction mixture with CO generates a new catalyst which mediates dehydrogenative diboration of alkynylboronate with pinacolborane. The mechanism of the diboration remains unclear but it does not proceed via intermediacy of hydroboration products or via B(2)pin(2).