配体控制镍催化非活化炔向线性和支化乙烯基腈的区域发散氢化反应

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-02-03 DOI:10.1021/acscatal.4c0773910.1021/acscatal.4c07739

Jiangkai Ma, Anjiang Qiao, Binglei Wang, Zhongxian Li*, Fengqian Zhao* and Junliang Wu*,

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引用次数: 0

摘要

在本文中，我们开发了一种高效的镍催化的高区域选择性和立体选择性的炔烃和Zn(CN)2氢氰化反应。通过不同配体的控制，镍催化的末端炔通过反马氏加成和马氏加成得到了直链和支链乙烯腈的区域发散氢化反应。此外，在该体系中，水或醇作为氢源，从而避免了反应中氰化氢的原位生成。通过氘标记实验和若干对照实验对其机理进行了初步研究。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ligand-Controlled Ni-Catalyzed Regiodivergent Hydrocyanation of Unactivated Alkynes toward Linear and Branched Vinyl Nitriles

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Ligand-Controlled Ni-Catalyzed Regiodivergent Hydrocyanation of Unactivated Alkynes toward Linear and Branched Vinyl Nitriles

In this paper, we have developed an efficient Ni-catalyzed highly regioselective and stereoselective hydrocyanation of alkynes and Zn(CN)₂. By the control of different ligands, nickel-catalyzed regiodivergent hydrocyanation of terminal alkynes to linear and branched vinyl nitriles via anti-Markovnikov and Markovnikov additions was achieved. In addition, in this system, water or alcohol served as the hydrogen source, thus avoiding the in-situ generation of hydrogen cyanide in the reaction. A preliminary study of the mechanism was performed by deuterium labeling experiments and several control experiments.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.