Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Introducing Red Mud as an Efficient Catalyst for One-pot Synthesis of 3-Substituted Coumarins and Investigation of the Reaction Thermodynamics Using Computational Chemistry

Document Type : Research Article

Authors
Behzad Khalili 1
Mehdi Rimaz 2
Azim Ziyaei 3
1 Department of Chemistry, Faculty of Sciences, University of Guilan, P.O. Box 41335-1914 Rasht, I.R. IRAN
2 Department of Chemistry, Payame Noor University, PO Box 19395-3697, Tehran, Iran
3 Faculty of Chemistry, Kharazmi University, Tehran, Iran
Abstract
One-pot synthesis of 3-substituted coumarins using Red mud (RM) which emerges as a by-product from the alumina producing process as a catalyst via Knoevenagel condensation of 2-hydroxybenzaldehyde derivatives and malonate derivatives are investigated. Reaction carried out under various conditions and the best results are obtained when the reaction is done under microwave irradiation. RM showed an efficient catalytic activity in this reaction. The catalyst can be used for at least four times after reactivation without remarkable losing in its efficiency. Finally, some of the thermochemical properties such as enthalpy and Gibbs free energy of formation for the synthesized coumarins are calculated using quantum chemistry, and also an electrostatic potential map of some of the synthesized coumarins was obtained using computational chemistry software which could be so helpful for the analysis of active reaction sites of coumarins.
Keywords
Coumarines
Red mud
Microwave irradiation
Malonate ester
Knoevenagel condensation
Computational chemistry
Electrostatic potential map

Subjects

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