Department of Chemistry, Sungkyunkwan University, Suwon 16419, Korea.
Org Biomol Chem. 2019 May 29;17(21):5249-5252. doi: 10.1039/c9ob00839j.
An air-stable N-heterocyclic carbene-copper thiophene-2-carboxylate (CuTC) complex has been prepared for the stereoselective hydroboration of terminal alkynes using pinacolborane (HBpin) or 1,8-naphthalenediaminatoborane (HBdan). The newly synthesized complex can be directly activated by hydroboranes without a cocatalyst such as a base, and exhibits high reactivity for the hydroboration of alkynes under mild conditions. A gram-scale hydroboration of terminal phenylacetylene demonstrated the applicability of the copper complex for the preparation of alkenyl boronates.
一种稳定的氮杂环卡宾-噻吩-2-羧酸铜(CuTC)配合物已被制备出来,用于使用频哪醇硼烷(HBpin)或 1,8-萘二胺基硼烷(HBdan)对末端炔烃进行立体选择性硼氢化反应。新合成的配合物可以直接被硼烷激活,而不需要像碱这样的助催化剂,并且在温和条件下对炔烃的硼氢化反应表现出高反应性。在克级规模上对末端苯乙炔的硼氢化反应证明了该铜配合物在制备烯基硼酸酯方面的适用性。