An Under-Appreciated Source of Reproducibility Issues in Cross-Coupling: Solid-State Decomposition of Primary Sodium Alkoxides in Air

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2020-12-24 DOI:10.1021/acscatal.0c04124

Robert Wethman, Joseph Derosa, Van T. Tran, Taeho Kang, Omar Apolinar, Anuji Abraham, Roman Kleinmans, Steven R. Wisniewski*, John R. Coombs*, Keary M. Engle*

引用次数: 0

Abstract

The decomposition of primary sodium alkoxide salts under ambient storage conditions and the effects of this phenomenon on commonly employed transition-metal-catalyzed cross-coupling reactions are described. By utilizing NMR, IR, and Raman spectroscopy, along with a modified Karl Fischer analysis, the main inorganic degradants were characterized, and CO₂ in the air was found to be a critical reactant within the decomposition process. The effects of storage conditions on decomposition were evaluated, and preliminary experiments to understand the kinetics of this process were performed.

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交叉耦合中再现性问题的一个未被充分认识的来源:空气中烷基碱钠的固态分解

介绍了碱醇钠盐在常温储存条件下的分解及其对过渡金属催化的交叉偶联反应的影响。通过利用核磁共振、红外和拉曼光谱，以及改进的卡尔·费舍尔分析，对主要的无机降解物进行了表征，并发现空气中的二氧化碳是分解过程中的关键反应物。考察了贮存条件对分解的影响，并进行了初步实验以了解这一过程的动力学。

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

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.