Catalyzed Henry Reaction by Compartmentalized Copper‐Pyrazolyl‐Complex Modified Microgels

Advanced Functional Materials, vol. 34

Abstract

Abstract Compartmentalization of homogeneous catalysts enhances their catalytic performance and can even increase the selectivity. Microgels can serve as smart catalyst carrier systems offering the compartmentalization combined with good accessibility of the catalyst enabling the recyclability and re‐usability. Yet, the incorporation of coordination complexes into microgels has not been studied systematically, lacking in detailed insight in their structure and catalytic performance. Herein, microgels are synthesized with controlled number and localization of copper(II)‐pyrazolyl‐complexes. The catalytic activity of microgels in the Henry reactions is examined showing significantly higher yields compared to pure copper(II)‐pyrazolyl‐complexes. Furthermore, the localization of the copper(II)‐pyrazolyl‐complexes in the microgel core resulted in higher product yields than for microgel catalysts with copper(II) complexes in the shell. Microgel catalysts are demonstrated with copper(II) complexes that can be used in numerous reaction cycles, allow re‐loading of copper to recover catalytically active centers, and can be applicable in industrially‐relevant catalytic processes.

Authors 8

1. Frédéric Grabowski Aachen Institute of Technical and Macromolecular Chemistry

   DWI – Leibniz Institute for Interactive Materials · RWTH Aachen University

   Affiliation as printed

   DWI – Leibniz Institute for Interactive Materials 52074 Aachen Germany

   Institute of Technical and Macromolecular Chemistry RWTH Aachen University 52074 Aachen Germany

2. Fabian Fink Aachen Institute of Inorganic Chemistry

   RWTH Aachen University

   Affiliation as printed

   Institute of Inorganic Chemistry RWTH Aachen University 52074 Aachen Germany

3. W. Sebastian Schier Aachen Institute of Technical and Macromolecular Chemistry

   DWI – Leibniz Institute for Interactive Materials · RWTH Aachen University

   Affiliation as printed

   DWI – Leibniz Institute for Interactive Materials 52074 Aachen Germany

   Institute of Technical and Macromolecular Chemistry RWTH Aachen University 52074 Aachen Germany

4. Sven Soerensen Aachen Institute of Inorganic Chemistry

   RWTH Aachen University

   Affiliation as printed

   Institute of Inorganic Chemistry RWTH Aachen University 52074 Aachen Germany

5. Alexander V. Petrunin Aachen Institute of Physical Chemistry

   RWTH Aachen University

   Affiliation as printed

   Institute of Physical Chemistry RWTH Aachen University 52074 Aachen Germany

6. Walter H. Richtering Aachen Institute of Physical Chemistry

   RWTH Aachen University

   Affiliation as printed

   Institute of Physical Chemistry RWTH Aachen University 52074 Aachen Germany

7. Sonja Herres‐Pawlis corresponding Aachen Institute of Inorganic Chemistry

   RWTH Aachen University

   Affiliation as printed

   Institute of Inorganic Chemistry RWTH Aachen University 52074 Aachen Germany

8. Andrij Pich corresponding Aachen Institute of Technical and Macromolecular Chemistry

   Maastricht University · DWI – Leibniz Institute for Interactive Materials · RWTH Aachen University

   Affiliation as printed

   Aachen Maastricht Institute for Biobased Materials Maastricht University Geleen 6167 RD The Netherlands

   DWI – Leibniz Institute for Interactive Materials 52074 Aachen Germany

   Institute of Technical and Macromolecular Chemistry RWTH Aachen University 52074 Aachen Germany