Sterically Controlled Cobalt-CNC Catalyst System for Efficient 1,1-Diboration of Terminal Alkynes

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-07-30 DOI:10.1021/acscatal.5c04028

Jinglan Wen, Yuxin Luo, Yahao Huang and Peng Hu*,

引用次数: 0

Abstract

1,1-diborylalkenes have emerged as versatile building blocks in organic synthesis, offering a straightforward and stereoselective approach to multisubstituted compounds. However, the direct 1,1-diboration of terminal alkynes using diboron reagents, which presents a simple pathway for constructing 1,1-diborylalkenes, has been limited by substrate scope and efficiency. In this study, we report a cobalt-catalyzed 1,1-diboration reaction of terminal alkynes employing B₂pin₂, facilitated by commercially available cobalt salts and readily accessible, air-stable CNC pincer ligands. By tuning the sterics of the ligands, this methodology enables the efficient functionalization of a broad range of terminal alkynes, including sterically hindered and electron-rich aryl-substituted substrates. The reaction is operationally simple, scalable to gram quantities, and demonstrates utility in the late-stage modification of bioactive compounds.

Abstract Image

查看原文本刊更多论文

高效1,1-二硼化末端炔的立体控制钴- cnc催化系统

1,1-二硼基烯烃已成为有机合成中多功能的基石，为多取代化合物提供了一种直接和立体选择性的方法。然而，利用二硼试剂直接合成1,1-二硼化末端炔是一种简单的合成1,1-二硼化烯烃的途径，但受到底物范围和效率的限制。在这项研究中，我们报道了一个钴催化的末端炔的1,1-二硼化反应，利用B2pin2，由市售的钴盐和容易获得的空气稳定的CNC钳形配体促进。通过调整配体的立体结构，该方法可以实现广泛的末端炔的有效功能化，包括立体阻碍和富电子芳基取代底物。该反应操作简单，可扩展到克量，并在生物活性化合物的后期修饰中证明了实用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.