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Fabrication of Ionic‐Liquid‐Embedded ZnO Nanoparticles: Application of a Synergistic Catalytic Effect to Thiol‐Induced 2‐Pyridone Synthesis
Author(s) -
Mondal Priya,
Bhaumik Asim,
Chatterjee Sauvik,
Mukhopadhyay Chhanda
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700610
Subject(s) - ionic liquid , catalysis , chemistry , dynamic light scattering , nanoparticle , fourier transform infrared spectroscopy , ionic bonding , chemical engineering , aqueous solution , phase (matter) , organic chemistry , ion , engineering
Abstract This is the first report of thiol‐induced, recyclable ZnO–[2COOHMIM] + Br − ‐catalysed (2COOHMIM=1‐(2‐carboxyethyl)‐3‐methylimidazolium), water‐mediated 2‐pyridone synthesis by two new straightforward strategies with 37 examples. This catalytic system was prepared using environmentally friendly, recyclable acidic‐ionic‐liquid‐coated ZnO nanoparticles (NPs). The changes in size and morphology upon capping the ZnO NPs were effectively tuned by neutral and acidic ionic liquids, which acted as structure‐directing mediators. ZnO has a high affinity for carboxyl functionalities, and accordingly, a 3D network was formed in which the carboxyl group acted as a linker. The catalysts generated by the capping of ZnO NPs with ionic liquids were characterised by scanning electron microscopy, transmission electron microscopy, dynamic light scattering, powder X‐ray diffraction, and FTIR spectroscopy. This combined catalytic system, containing both acidic and basic environments, exhibited properties of both a quasi‐heterogeneous catalyst and a phase‐transfer catalyst in aqueous medium. Here, a synergistic catalytic effect between ZnO NPs and acidic ionic liquids is utilised effectively. The recyclability of this catalytic system up to a fifth cycle was demonstrated by FTIR spectroscopy.