Ruthenium-Catalyzed Asymmetric trans-Selective Hydrogenation of 2,3-Disubstituted Quinoxaline Derivatives.

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-21 Epub Date: 2025-03-11 DOI:10.1021/acs.orglett.5c00458

Zeyu Li, Wei Hao, Yuping Tang, Yan-Mei He, Qing-Hua Fan

引用次数: 0

Abstract

The asymmetric trans-selective hydrogenation of arenes has long been a significant challenge. In this work, we were able to control the trans/cis selectivity in ruthenium-catalyzed asymmetric hydrogenation of 2,3-disubstituted quinoxalines by varying the catalyst counteranion. Using density functional theory calculations, we investigated the weak interactions─such as CH/π and hydrogen bonding─among the counteranion, the catalyst framework, and the substrate, elucidating the fundamental influence of counteranions on trans/cis selectivity in the asymmetric hydrogenation of quinoxalines.

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钌催化2,3-二取代喹啉衍生物的不对称反选择加氢反应。

芳烃的不对称反选择加氢一直是一个重大的挑战。在这项工作中，我们能够通过改变催化剂的反阴离子来控制钌催化2,3-二取代喹啉不对称氢化反应的反式/顺式选择性。利用密度泛函理论计算，研究了反阴离子、催化剂骨架和底物之间的弱相互作用（如CH/π和氢键），阐明了反阴离子对喹诺啉不对称氢化反应中反/顺选择性的基本影响。

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

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.