硼氢化
区域选择性
催化作用
钒
双键
配体(生物化学)
催化循环
化学
反应性(心理学)
均相催化
有机化学
氧化态
三键
组合化学
医学
生物化学
受体
替代医学
病理
作者
Guoqi Zhang,Haisu Zeng,Shengping Zheng,Michelle C. Neary,Pavel A. Dub
标识
DOI:10.1021/acscatal.2c01318
摘要
Molecular complexes of vanadium catalyze cis-selective anti-Markovnikov hydroboration of alkynes to generate vinyl boronate esters with appreciable turnover numbers of up to 4000 at room temperature. This represents the first example of the use of vanadium in homogeneous catalytic hydroboration of alkynes. The method is tolerant to various functional groups, including C═C double bonds. Accordingly, 1-hexen-5-yne can be quantitatively and selectively reduced at the triple bond, leaving the double bond unaffected. Preliminary computational analysis of the catalytic cycle reveals both two-state reactivity and previously unknown complexity associated with the redox-active ligand. Specifically, it was found that the ligand can shuttle up to two electrons back-and-forth to and from the metal, which thus adapts three different oxidation states on the catalytic reaction coordinate.
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