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One‐Pot Cascade Reaction from Epoxide to Carboxylic Acids Using Bifunctional Fe‐ZSM‐5.

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Title: One‐Pot Cascade Reaction from Epoxide to Carboxylic Acids Using Bifunctional Fe‐ZSM‐5.
Authors: Treu, Philipp1 (AUTHOR), Gonçalves, Danielle1 (AUTHOR), Nilayam, Ajai Raj Lakshmi2 (AUTHOR), Grunwaldt, Jan‐Dierk1,3 (AUTHOR), Saraçi, Erisa1,3 (AUTHOR) erisa.saraci@kit.edu
Source: ChemCatChem. 10/21/2024, Vol. 16 Issue 20, p1-10. 10p.
Subjects: Acidity function, Double bonds, Carboxylic acids, Propylene oxide, Lewis acidity
Abstract: The quest for sustainable synthesis of carboxylic acids has led to the exploration of innovative routes and catalysts for the oxidative cleavage of carbon−carbon double bonds, prevalent in bio‐derived molecules. This process involves multiple steps including epoxidation, hydrolysis and vicinal diol cleavage, often catalysed by unsustainable homogeneous or noble‐metal catalysts. In this study, we present the utilization of Fe‐ZSM‐5 as a versatile bifunctional catalyst capable of catalysing both hydrolysis and vicinal diol cleavage steps, utilizing propylene oxide as model compound and H2O2 as oxidizing agent. The prepared Fe‐ZSM‐5 features the zeolite intrinsic Lewis and Brønsted acidity functions, essential for the hydrolysis step, as well as high fractions of monomeric FeOx species, crucial for the subsequent vicinal diol cleavage, leading to streamlined carboxylic acids formation in a one‐pot, two‐step process. Moreover, by combining Fe‐ZSM‐5 with TS‐1, renowned for its epoxidation activity, we demonstrate the complete cascade reaction in one pot, under mild conditions, starting from ethylene. Our study expands the utility of cost‐effective zeolite‐based catalysts enriched with abundant Fe metal for the one‐pot oxidative cleavage of C=C double bonds, offering a promising pathway towards sustainable carboxylic acid synthesis. [ABSTRACT FROM AUTHOR]
Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: One‐Pot Cascade Reaction from Epoxide to Carboxylic Acids Using Bifunctional Fe‐ZSM‐5.
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  Data: <searchLink fieldCode="JN" term="%22ChemCatChem%22">ChemCatChem</searchLink>. 10/21/2024, Vol. 16 Issue 20, p1-10. 10p.
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  Data: <searchLink fieldCode="DE" term="%22Acidity+function%22">Acidity function</searchLink><br /><searchLink fieldCode="DE" term="%22Double+bonds%22">Double bonds</searchLink><br /><searchLink fieldCode="DE" term="%22Carboxylic+acids%22">Carboxylic acids</searchLink><br /><searchLink fieldCode="DE" term="%22Propylene+oxide%22">Propylene oxide</searchLink><br /><searchLink fieldCode="DE" term="%22Lewis+acidity%22">Lewis acidity</searchLink>
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  Data: The quest for sustainable synthesis of carboxylic acids has led to the exploration of innovative routes and catalysts for the oxidative cleavage of carbon−carbon double bonds, prevalent in bio‐derived molecules. This process involves multiple steps including epoxidation, hydrolysis and vicinal diol cleavage, often catalysed by unsustainable homogeneous or noble‐metal catalysts. In this study, we present the utilization of Fe‐ZSM‐5 as a versatile bifunctional catalyst capable of catalysing both hydrolysis and vicinal diol cleavage steps, utilizing propylene oxide as model compound and H2O2 as oxidizing agent. The prepared Fe‐ZSM‐5 features the zeolite intrinsic Lewis and Brønsted acidity functions, essential for the hydrolysis step, as well as high fractions of monomeric FeOx species, crucial for the subsequent vicinal diol cleavage, leading to streamlined carboxylic acids formation in a one‐pot, two‐step process. Moreover, by combining Fe‐ZSM‐5 with TS‐1, renowned for its epoxidation activity, we demonstrate the complete cascade reaction in one pot, under mild conditions, starting from ethylene. Our study expands the utility of cost‐effective zeolite‐based catalysts enriched with abundant Fe metal for the one‐pot oxidative cleavage of C=C double bonds, offering a promising pathway towards sustainable carboxylic acid synthesis. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1002/cctc.202400626
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      – Code: eng
        Text: English
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        Type: general
      – SubjectFull: Double bonds
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      – SubjectFull: Carboxylic acids
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      – SubjectFull: Propylene oxide
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      – TitleFull: One‐Pot Cascade Reaction from Epoxide to Carboxylic Acids Using Bifunctional Fe‐ZSM‐5.
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            NameFull: Treu, Philipp
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              Text: 10/21/2024
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              Y: 2024
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