Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, iChEM, University of Science and Technology of China, Hefei, 230026, China.
Nat Commun. 2017 Aug 24;8(1):345. doi: 10.1038/s41467-017-00363-4.
Organoboron compounds play an irreplaceable role in synthetic chemistry and the related transformations based on the unique reactivity of C-B bond are potentially the most efficient methods for the synthesis of organic molecules. The synthetic importance of multiboron compounds in C-C bond formation and function transformation reactions is growing and the related borations of activated or nonactivated alkenes have been developed recently. However, introducing directly two boron moieties into the terminal sites of alkenes giving 1,1-diborylalkanes in a catalytic fashion has not been explored yet. Here we describe a synthetic strategy of 1,1-diborylalkanes via a Ni-catalyzed 1,1-diboration of readily available terminal alkenes. This methodology shows high level of chemoselectivity and regioselectivity and can be used to convert a large variety of terminal alkenes, such as vinylarenes, aliphatic alkenes and lower alkenes, to 1,1-diborylalkanes.1,1-diborylalkanes are useful building blocks in synthetic chemistry. Here, the authors present a highly chemo- and regioselective Ni-catalyzed reaction for the synthesis of 1,1-diborylalkanes from a wide variety of readily available terminal alkenes.
有机硼化合物在合成化学中扮演着不可替代的角色，基于 C-B 键的独特反应性的相关转化是合成有机分子最有效的方法之一。多硼化合物在 C-C 键形成和功能转化反应中的合成重要性日益增加，最近已经开发了对活化或非活化烯烃的相关硼化反应。然而，以催化方式将两个硼部分直接引入烯烃的末端位点以得到 1,1-二硼烷的方法尚未被探索。在此，我们描述了一种通过 Ni 催化的易得的末端烯烃的 1,1-二硼化反应来合成 1,1-二硼烷的合成策略。该方法表现出高的化学选择性和区域选择性，并可用于将各种末端烯烃，如乙烯基芳烃、脂肪族烯烃和低级烯烃，转化为 1,1-二硼烷。1,1-二硼烷是合成化学中的有用构建块。在此，作者提出了一种高度化学选择性和区域选择性的 Ni 催化反应，用于从各种易得的末端烯烃合成 1,1-二硼烷。
