Recent Progress in NiH-Catalyzed Linear or Branch Hydrofunctionalization of Terminal or Internal Alkenes

IF 8.6 2区 化学 Q1 Chemistry
Huimin Yang, Yang Ye
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引用次数: 0

Abstract

The construction of C–C and C–X (X = N, O, Si, etc.) bonds is an important field in organic synthesis and methodology. In recent decades, studies on transition metal-catalyzed functionalization of alkenes have been on the rise. The individual properties of different transition metals determine the type of reaction that can be applied. Generally, post-transition metals with a large number of electrons in the d-orbit such as Mn, Fe, Co, Ni, Cu and Zn, etc., can be applied to more reaction types than pre-transition metals with a small number of electrons (e.g., Ti, Zr, etc.). Alkyl nickel intermediates formed by oxidative addition could couple with various of nucleophiles or electrophiles. Moreover, nickel has several oxidation valence states, which can flexibly realize a variety of catalytic cycles. These characteristics make nickel favored by researchers in the field of functionalization of alkenes, especially for the hydrofunctionalization of alkenes. Both terminal and internal alkenes could be converted, and the strategies of synthesizing linear and branched compounds have been expanded. Moreover, the guiding groups in alkenes played an almost decisive role in the regional selectivity, and the ligand or temperature also had regulating effects. Herein, we will give a comprehensive and timely overview of the works about the Ni-catalyzed hydrofunctionalization of alkenes and some insights on regional selectivity.

Graphic Abstract

Abstract Image

NiH催化末端或内部烯烃的线性或支链加氢官能化的最新进展。
C-C和C-X(X = N、 O、Si等)键是有机合成和方法学中的一个重要领域。近几十年来,过渡金属催化烯烃官能化的研究呈上升趋势。不同过渡金属的单独性质决定了可以应用的反应类型。通常,在d轨道上具有大量电子的后过渡金属,如Mn、Fe、Co、Ni、Cu和Zn等,可以应用于比具有少量电子的前过渡金属(如Ti、Zr等)更多的反应类型。通过氧化加成形成的烷基镍中间体可以与各种亲核试剂或亲电试剂偶联。此外,镍具有多种氧化价态,可以灵活地实现多种催化循环。这些特性使镍在烯烃官能化领域受到研究人员的青睐,尤其是在烯烃的加氢官能化方面。末端烯烃和内部烯烃都可以转化,合成直链和支链化合物的策略也得到了扩展。此外,烯烃中的引导基团对区域选择性起着几乎决定性的作用,配体或温度也有调节作用。在此,我们将全面、及时地综述镍催化烯烃加氢官能化的工作,并对区域选择性进行一些见解。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Topics in Current Chemistry
Topics in Current Chemistry 化学-化学综合
CiteScore
11.70
自引率
1.20%
发文量
0
审稿时长
6-12 weeks
期刊介绍: Topics in Current Chemistry provides in-depth analyses and forward-thinking perspectives on the latest advancements in chemical research. This renowned journal encompasses various domains within chemical science and their intersections with biology, medicine, physics, and materials science. Each collection within the journal aims to offer a comprehensive understanding, accessible to both academic and industrial readers, of emerging research in an area that captivates a broader scientific community. In essence, Topics in Current Chemistry illuminates cutting-edge chemical research, fosters interdisciplinary collaboration, and facilitates knowledge-sharing among diverse scientific audiences.
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