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

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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Publication Details

Journal
Organic Process Research & Development
Published
2024-08-30
DOI
https://doi.org/10.1021/acs.oprd.4c00100
Citations
3
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.70
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article

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

Giorgio Bertolini, P Cerea, Walter Cabri, Luca De Berardinis et al.
3 citations
Organic Process Research & Development
Chemical Synthesis and Analysis
0.70
article

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

Giorgio Bertolini, P Cerea, Walter Cabri, Luca De Berardinis, Mattia Stucchi, Davide Vitali
article en
3 citations

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.

Organic Process Research & DevelopmentVol. 28(9)
Olon (Italy) (IT), University of Bologna (IT)
Openalex Percentile: Top 30%
Chemical Synthesis and Analysis
0.70
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Rediscovery of an Old Named Reaction: From Micellar Catalysis to Unusual Schotten–Baumann Conditions — Giorgio Bertolini, P Cerea, et al. · Organic Process Research & Development (2024) | TGRS Research Map | TGRS