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

Author:

Treu Philipp1,Gonçalves Danielle1,Nilayam Ajai Raj Lakshmi2,Grunwaldt Jan‐Dierk13,Saraçi Erisa13ORCID

Affiliation:

1. Institute of Catalysis Research and Technology Karlsruhe Institute of Technology Hermann-von-Helmholtz-Platz 1 76344 Eggenstein-Leopoldshafen Germany

2. Karlsruhe Nano Micro Facility (KNMFi) Institute of Nanotechnology Hermann-von-Helmholtz-Platz 1 76344 Eggenstein-Leopoldshafen Germany

3. Institute for Chemical Technology and Polymer Chemistry Karlsruhe Institute of Technology Kaiserstraße 12 76137 Karlsruhe Germany

Abstract

AbstractThe 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.

Publisher

Wiley

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