Scalable Flow Electrosynthesis of Iminophosphoranes

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2025-01-07 DOI:10.1021/acs.oprd.4c00372

Dan Lehnherr, Longrui Chen, François Lévesque, Christopher Nietupski, Mark Weisel, Velabo Mdluli, Keith Mattern, Brittany M. Armstrong, Tao Chen, Ryan D. Cohen

引用次数: 0

Abstract

A scalable electrochemical process to synthesize iminophosphorane ligands is reported. The application of these iminophosphoranes was recently reported in Ni-catalyzed cross-electrophile and C–N cross-couplings. The use of parallel plate flow electrochemical reactors enables the synthesis of these iminophosphorane ligands on a multigram scale, with selected examples reported on up to 0.6 kg scale. Direct crystallization from the end of reaction mixture for selected ligands provides facile isolation processes. This article also details improvements in our electrochemical capabilities across scales, including addressing material compatibility issues, increasing accessible range of flow rates, and integration of process analytical technology tools.

Abstract Image

查看原文本刊更多论文

可扩展流动电合成亚磷酸烷

报道了一种可扩展的电化学合成亚磷烷配体的方法。最近报道了这些亚磷烷在ni催化的亲电交叉偶联和C-N交叉偶联中的应用。平行板流电化学反应器的使用使得这些亚磷烷配体的合成在多图尺度上，与选择的例子报道高达0.6公斤的尺度。从反应混合物的末端直接结晶选择配体提供了方便的分离过程。本文还详细介绍了我们跨尺度电化学能力的改进，包括解决材料兼容性问题，增加可访问的流量范围，以及过程分析技术工具的集成。

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

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.