An affordable, programmable and interactive continuous flow Photoreactor setup for undergraduate organic synthetic teaching labs

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Michał Domański, Gilles Marcou, Joshua P. Barham
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Abstract

Photochemistry and continuous flow chemistry are synthetic technology platforms that have witnessed an increasing uptake by chemical industries interested in complex organic molecule synthesis. Simultaneously, automation and data science are prominent targets in organic synthesis and in chemical industries for streamlined workflows, meaning hardware-software interaction between operators and devices is crucial. Since undergraduate teaching labs at public-funded research Universities typically (i) lack budget for commercial, user-friendly continuous flow reactors and (ii) do not teach synthetic chemists how to program or interact with reactors, there is a disparity between the skills undergraduates are equipped with and the skills that future industries need. We report a teaching lab project where undergraduates assemble, program and execute a continuous flow photoreactor to realize a multigram-scale photoredox catalyzed oxidation reaction. A palladium-free synthetic access to the starting material was described to further cut costs. Not only does this exercise introduce useful skills in reactor design, programming and wet chemistry (both photochemical and thermal, both batch and flow), it also accommodates both the typical budget and afternoon timeslot (2-3 h) of a teaching lab and can be followed by thin-layer chromatography/color changes without necessarily requiring access to NMR facilities.

Graphical abstract

Abstract Image

用于本科生有机合成教学实验的经济实惠、可编程和交互式连续流光反应器装置
光化学和连续流化学是一种合成技术平台,越来越多地受到对复杂有机分子合成感兴趣的化学工业的青睐。同时,自动化和数据科学也是有机合成和化工行业简化工作流程的主要目标,这意味着操作人员和设备之间的软硬件互动至关重要。由于公立研究型大学的本科生教学实验室通常(i)缺乏购买商业化、用户友好型连续流反应器的预算,(ii)不教授合成化学家如何编程或与反应器互动,因此本科生掌握的技能与未来工业所需的技能之间存在差距。我们报告了一个教学实验项目,在该项目中,本科生组装、编程并执行一个连续流光反应器,以实现一个多克级的光氧化催化氧化反应。我们还介绍了一种无钯合成起始材料的方法,以进一步降低成本。该练习不仅介绍了反应器设计、编程和湿化学(包括光化学和热化学,包括间歇式和流动式)方面的有用技能,而且还能满足教学实验室的典型预算和下午时间安排(2-3 小时),并可进行薄层色谱/颜色变化,而不一定需要使用核磁共振设施。
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来源期刊
Journal of Flow Chemistry
Journal of Flow Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
6.40
自引率
3.70%
发文量
29
审稿时长
>12 weeks
期刊介绍: The main focus of the journal is flow chemistry in inorganic, organic, analytical and process chemistry in the academic research as well as in applied research and development in the pharmaceutical, agrochemical, fine-chemical, petro- chemical, fragrance industry.
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