Zeolitic Imidazolate-Zinc MOF: An Eco-Friendly Heterogeneous Catalyst for Efficient Chromenes Synthesis and Conformational Analysis
Subject Areas : Catalyst chemistryAshraf Sadat Shahvelayati 1 , Jamshid Najafpour 2 , Shabnam Alibakhshi 3 , Shabnam Sheshmani 4 , Leila Hajiaghababaei 5
1 - Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre Ray Branch, Islamic Azad University. Tehran, Iran
2 - Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre Ray Branch, Islamic Azad University, Tehran, Iran.
3 - Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre Ray Branch, Islamic Azad University, Tehran, Iran.
4 - Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre Ray Branch, Islamic Azad University, Tehran, Iran.
5 - Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre Ray Branch, Islamic Azad University, Tehran, Iran.
Keywords: Chromenes, Metal-organic framework (MOF), Multi-components Solvent-free reactions, ZIF-8, The conformational analysis,
Abstract :
An effective synthesis technique for chromenes is presented, encompassing the reaction between hydroxynaphthoquinone, aryl aldehydes, and 4-coumarinol, using zeolitic imidazolate framework (ZIF-8) as an efficient catalyst, all without the need for solvents. Various parameters were optimized, including temperature, catalyst quantity, and reaction duration. The experiment was conducted using different solvents, with optimal results obtained in a solvent-free environment. This innovative method offers several advantages, including mild reaction conditions, a short reaction time (15-30 minutes), straightforward work-up, and impressive yields (88-98%) of biologically active products. Notably, this approach eliminates the reliance on hazardous solvents. Additionally, the conformational analysis of some synthesized chromenes was studied using thermodynamic properties through DFT calculations in the gas phase and DMSO solvent.
