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A reactive and environmentally friendly protocol for expeditious synthesis of various resorcinarenes using zinc hydrogen sulfate
Authors:Arash Mouradzadegun  Mohammad Reza Ganjali  Neda Kheirandish  Fatemeh Abadast
Institution:1. Department of Chemistry, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran;2. Center of Excellence in Electrochemistry, University of Tehran, Tehran, Iran;3. Center of Excellence in Electrochemistry, University of Tehran, Tehran, Iran;4. Biosensor Research Center, Endocrinology &5. Metabolism Molecular-Cellular Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Abstract:In this work, for the first time, metal hydrogen phosphates and sulfates have been studied as effective solid acid catalysts for the condensation of resorcinol with aromatic and aliphatic aldehydes to give tetrameric cyclic products, resorcinarenes, which have major roles in biological and industrial activities. This catalyst has several advantages, it is non-toxic, thermally and mechanically stable, inexpensive and highly resistant against organic solvents. It increases the reaction rate about six fold and makes this method an attractive alternative to the existing methods for resorcinarene formation. Interestingly, the present catalyst exhibited a high turnover number (TON) and turnover frequency (TOF) which were even comparable with that of HCl.
Keywords:Resorcinarene  metal hydrogen sulfates and phosphates  solid acid  zinc hydrogen sulfate  stereoisomer
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