Rediscovery of an Old Named Reaction: From Micellar Catalysis to Unusual Schotten–Baumann Conditions

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED Organic Process Research & Development Pub Date : 2024-08-30 DOI:10.1021/acs.oprd.4c0010010.1021/acs.oprd.4c00100

Luca De Berardinis, Davide Vitali, Paolangelo Cerea, Giorgio Bertolini, Walter Cabri and Mattia Stucchi*,

引用次数: 0

Abstract

A mixture of lecithin and Tween 80 as surfactants proved to be effective for amide bond formation between acyl chlorides and amines in an aqueous solution. This approach, commonly termed micellar catalysis, is hypothesized to be a greener and more efficient alternative to conventional methods. However, through empirical analysis, we discovered that the expected advantages of micellar catalysis were unfounded, leading us to reevaluate its efficacy. Contrary to our initial beliefs, unusual Schotten–Baumann conditions proved to be superior in both efficiency and practicality. This shift in understanding not only challenges the current enthusiasm for micellar catalysis but also reaffirms the value of established methodologies, emphasizing the necessity of critical scrutiny in the advancement of sustainable chemistry.

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重新发现古老的命名反应：从胶束催化到不寻常的肖滕-鲍曼条件

事实证明，卵磷脂和吐温 80 的混合物作为表面活性剂可有效地在水溶液中的酰基氯和胺之间形成酰胺键。这种方法通常被称为胶束催化，被认为是一种比传统方法更环保、更高效的替代方法。然而，通过实证分析，我们发现胶束催化的预期优势并不成立，这促使我们重新评估其功效。与我们最初的想法相反，事实证明不寻常的肖滕-鲍曼条件在效率和实用性方面都更胜一筹。这种认识上的转变不仅挑战了当前对胶束催化的热情，而且再次肯定了既有方法的价值，强调了在推进可持续化学发展过程中进行严格审查的必要性。

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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.

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