Literature DB >> 36080376

Cascade Processes with Micellar Reaction Media: Recent Advances and Future Directions.

Christina Tang1, Bridget T McInnes2.   

Abstract

Reducing the use of solvents is an important aim of green chemistry. Using micelles self-assembled from amphiphilic molecules dispersed in water (considered a green solvent) has facilitated reactions of organic compounds. When performing reactions in micelles, the hydrophobic effect can considerably accelerate apparent reaction rates, as well as enhance selectivity. Here, we review micellar reaction media and their potential role in sustainable chemical production. The focus of this review is applications of engineered amphiphilic systems for reactions (surface-active ionic liquids, designer surfactants, and block copolymers) as reaction media. Micelles are a versatile platform for performing a large array of organic chemistries using water as the bulk solvent. Building on this foundation, synthetic sequences combining several reaction steps in one pot have been developed. Telescoping multiple reactions can reduce solvent waste by limiting the volume of solvents, as well as eliminating purification processes. Thus, in particular, we review recent advances in "one-pot" multistep reactions achieved using micellar reaction media with potential applications in medicinal chemistry and agrochemistry. Photocatalyzed reactions in micellar reaction media are also discussed. In addition to the use of micelles, we emphasize the process (steps to isolate the product and reuse the catalyst).

Entities:  

Keywords:  E-factor; block copolymer; micelle; nanoreactor; one-pot

Mesh:

Substances:

Year:  2022        PMID: 36080376      PMCID: PMC9458028          DOI: 10.3390/molecules27175611

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.927


  67 in total

1.  "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Aldrichimica Acta       Date:  2012-01-01       Impact factor: 3.667

2.  Compartmentalization and Photoregulating Pathways for Incompatible Tandem Catalysis.

Authors:  Peiyuan Qu; Michael Kuepfert; Maryam Hashmi; Marcus Weck
Journal:  J Am Chem Soc       Date:  2021-03-16       Impact factor: 15.419

3.  Micellar kinetic effects in gemini micellar solutions: influence of sphere-to-rod transitions on kinetics.

Authors:  Amalia Rodríguez; María del Mar Graciani; Kai Bitterman; Ana Teresa Carmona; María Luisa Moyá
Journal:  J Colloid Interface Sci       Date:  2007-05-04       Impact factor: 8.128

4.  Coolade. A Low-Foaming Surfactant for Organic Synthesis in Water.

Authors:  Nicholas R Lee; Margery Cortes-Clerget; Alex B Wood; Daniel J Lippincott; Haobo Pang; Farbod A Moghadam; Fabrice Gallou; Bruce H Lipshutz
Journal:  ChemSusChem       Date:  2019-04-12       Impact factor: 8.928

5.  "Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

Authors:  Piyatida Klumphu; Bruce H Lipshutz
Journal:  J Org Chem       Date:  2014-01-21       Impact factor: 4.354

6.  Mild and robust Stille reactions in water using ppm levels of a new triphenylphosphine-based palladacycle.

Authors:  Bruce Howard Lipshutz; Balaram S Takale; Ruchita R Thakore; Gianluca Casotti; Xiaohan Li; Fabrice Gallou
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-12       Impact factor: 15.336

7.  Phenyliodine(III) Bis(trifluoroacetate) (PIFA)-Mediated Synthesis of Aryl Sulfides in Water.

Authors:  Qingyuan Feng; Dengfeng Chen; Mei Hong; Fei Wang; Shenlin Huang
Journal:  J Org Chem       Date:  2018-04-27       Impact factor: 4.354

8.  High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates.

Authors:  Xiaohan Li; Ruchita R Thakore; Balaram S Takale; Fabrice Gallou; Bruce H Lipshutz
Journal:  Org Lett       Date:  2021-10-06       Impact factor: 6.005

9.  ChEMU 2020: Natural Language Processing Methods Are Effective for Information Extraction From Chemical Patents.

Authors:  Jiayuan He; Dat Quoc Nguyen; Saber A Akhondi; Christian Druckenbrodt; Camilo Thorne; Ralph Hoessel; Zubair Afzal; Zenan Zhai; Biaoyan Fang; Hiyori Yoshikawa; Ameer Albahem; Lawrence Cavedon; Trevor Cohn; Timothy Baldwin; Karin Verspoor
Journal:  Front Res Metr Anal       Date:  2021-03-25
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