Magnetically Recyclable Borane Lewis Acid Catalyst for Hydrosilylation of Imines and Reductive Amination of Carbonyls

Author:

Saptal Vitthal B.1ORCID,Ranjan Prabodh2ORCID,Zbořil Radek34ORCID,Nowicki Marek15ORCID,Walkowiak Jędrzej1ORCID

Affiliation:

1. Center for Advanced Technology Adam Mickiewicz University Uniwersytetu Poznanskiego Poznań, 10 61–614 Poznan Poland

2. Department of Chemistry Indian Institute of Technology Kanpur India 208016

3. Regional Centre of Advanced Technologies and Materials Czech Advanced Technology and Research Institute CATRIN) Palacký University Olomouc Šlechtitelů 27 779 00 Olomouc Czech Republic

4. CEET Nanotechnology Centre VSB-Technical University of Ostrava 17. listopadu 2172/15 708 00 Ostrava-Poruba Czech Republic

5. Institute of Physics Faculty of Materials Engineering and Technical Physics Poznan University of Technology Piotrowo 3 60-965 Poznan Poland

Abstract

AbstractFluorinated arylborane‐based Lewis acid catalysts have shown remarkable activity and serve as ideal examples of transition metal‐free catalysts for diverse organic transformations. However, their homogeneous nature poses challenges in terms of recyclability and separation from reaction mixtures. This work presents an efficient technique for the heterogenization of boron Lewis acid catalysts by anchoring Piers’ borane to allyl‐functionalized iron oxide. This catalyst demonstrates excellent activity in the hydrosilylation of imines and the reductive amination of carbonyls using various silanes as reducing agents under mild reaction conditions. The catalyst exhibits broad tolerance towards a wide range of functional substrates. Furthermore, it exhibits good recyclability and can be easily separated from the products using an external magnetic field. This work represents a significant advance in the development of sustainable heterogenous metal‐free catalysts for organic transformations.

Publisher

Wiley

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