Synthesis of a Biological‐Based Glycoluril with Phosphorous Acid Tags as a New Nanostructured Catalyst: Application for the Synthesis of Novel Natural Henna‐Based Compounds

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Title: Synthesis of a Biological‐Based Glycoluril with Phosphorous Acid Tags as a New Nanostructured Catalyst: Application for the Synthesis of Novel Natural Henna‐Based Compounds
Authors: Moradi, Saeid | Zolfigol, Mohammad Ali | Zarei, Mahmoud | Alonso, Diego A. | Khoshnood, Abbas
Research Group/s: Catálisis Estereoselectiva en Síntesis Orgánica (CESO)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Glycoluril | Glycoluril tetrakis(methylene phosphorous acid) (GTMPA) | Biological-based | Nanostructured catalyst | Recyclable catalyst | 3-Methyl-1,4-diphenyl-1,4-dihydrobenzo[6,7]chromeno[2, 3-c]pyrazole-5,10-dione
Knowledge Area: Química Orgánica
Issue Date: 22-Mar-2018
Publisher: Wiley-VCH Verlag GmbH & Co. KGaA
Citation: ChemistrySelect. 2018, 3(11): 3042-3047. doi:10.1002/slct.201702544
Abstract: A convenient multicomponent reaction towards the synthesis of natural henna‐based 3‐methyl‐1,4‐diphenyl‐1,4‐dihydrobenzo[6, 7]chromeno[2, 3‐c]pyrazole‐5,10‐dione derivatives by using a crabby nano glycoluril tetrakis(methylene phosphorous acid) (GTMPA), as an efficient and recyclable catalyst, under neat conditions is described. The major advantages of the synthetic methodology herein described are high yields, short reaction times, and the reusability of the catalyst, which has been fully characterized by Fourier Transform Infrared Spectroscopy (FT‐IR), Solid Phosphorus Nuclear Magnetic Resonance (31P NMR), Mass spectra (MS), X‐Ray Diffraction (XRD), High Resolution Transmission Electron Microscopy (HRTEM), Scanning Electron Microscope (SEM‐Mapp.), Energy Dispersive X‐Ray (EDX), Thermo Gravimetric Analysis (TGA), Differential Thermal Analysis (DTG), Differential Thermal Analysis (DTA) and X‐Ray Photoelectron Spectroscopy (XPS). The described biological‐based glycoluril with phosphorous acid pending may be applicable for the synthesis of gels, gelators, self‐healing and smart hydrogels.
Sponsor: We thank Bu-Ali Sina University, Iran National Science Foundation (INSF) (Grant Number: 96003376), National Elites Foundation, University of Alicante (VIGROB-173, UAUSTI16-03), and the Spanish Ministerio de Economía y Competitividad (CTQ2015-66624-P) for financial support to our research groups.
URI: http://hdl.handle.net/10045/74639
ISSN: 2365-6549
DOI: 10.1002/slct.201702544
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Peer Review: si
Publisher version: https://doi.org/10.1002/slct.201702544
Appears in Collections:INV - CESO - Artículos de Revistas

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