
Abdussalam QaroushUniversity of Jordan | UJ · Department of Chemistry
Abdussalam Qaroush
Associate Professor
Organic & Polymer Synthesis, Catalysis, CO2 Utilization & Sequestration, (Poly)Ionic Liquids, Inorganic Complexes Synth.
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55
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March 2018 - January 2022
Publications
Publications (55)
Herein, we explore the use of β -diketones for CO 2 fixation and utilization based on their dual Brønested acid/Lewis base character upon activation by 1,8-diazabicyclo[5.4.0]undec-7-ene ( DBU ) and zinc bromide ( ZnBr 2 ), respectively....
Engineered molecules with tailored molecular structures have the potential to advance various disciplines by enhancing the properties of biological membranes. In this study, we investigated the fundamental interfacial behavior of...
Porous organic polymers (POPs) and covalent organic frameworks (COFs) are hierarchical nanomaterials with variable applications. To our knowledge, a first time reported post-modified, non-renewable, DMSO-soluble M-POP/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) upon atmospheric H2O/CO2...
A multi-active site 1,1',1''-(2-hydroxybenzene-1,3,5-triyl)tris(N-benzyl-N,N-dimethylmethanammonium)bromide ( 3 ) and hierarchical ionic polymers 9 , 11 , 13 , and 16 have been synthesized. Compound 3 showed the best catalytic activity under co-catalyst free and mild reaction...
A one-pot solvothermal, polyurea (PU) synthesis was reported using propylene carbonate (PC) and methylene-4,4’-dianiline (MDA), organocatalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in toluene. The applied method was performed under auxiliary-free (halogen-, metal-,...
The design of green catalysts for CO2 utilization purposes is considered a great challenge and a motivation for a sustainable future. In this work, a first-time zinc adeninium bromide (Zn-AHBr) was synthesized and fully characterized using far and mid ATR-FTIR, 1D and 2D NMR spectroscopy, including 1H, 13C and [1H,15N] correlation spectroscopy (HMB...
Herein, a first-time, one pot synthesis of 1,3-bis(3-(1,3-dioxoisoindolin-2-yl)propyl)-1H-imidazol-3-ium bromide (7), which can be considered a vital precursor for the facile synthesis of highly pure task specific ionic liquids (TSILs), and other derivatives including unprecedented protic and aprotic systems is reported. Catalyst decoration includi...
Following green chemistry principles, we present a one pot synthesis of zinc curcumin complex as a homogeneous, sustainable catalyst for cyclic carbonate (CC) synthesis from CO2 and a variety of terminal and internal epoxides under 1 bar CO2 at 60 °C using DMSO as a solvent. Zinc curcumin (Zn‐Cur) complex was identified via ¹H/¹³C NMR and ATR‐FTIR...
We report the synthesis and monolayer properties of conventional and gemini surfactants composed of nicotinic acid-based head groups with an emphasis on assessing how chemical structures affect the behavior of monolayers. A combination of Brewster angle microscopy and atomic force microscopy showed that pure hexadecyl nicotinate formed rippled stra...
We report on the reaction of ethylene-terminated heteroatoms (C2X; X = N, O, and S) with CS2/CO2 using Mukaiyama reagent (2-chloro-1-methylpyridinium iodide, CMPI) as a promoter for the preparation of imidazolidin-2-one, oxazolidin-2-one, 1,3-dioxolan-2-one, 1,3-dithiolan-2-one, and their thione counterparts at ambient temperature and pressure. Spe...
Herein, an organocatalyzed synthetic pathway for the preparation of (a)cyclic ureas from their parent primary aliphatic or aromatic mono‐/diamines with propylene carbonate (PC) as a carbonylating agent (CAT) obtaining reasonable to very good yields with high selectivity. Our method is considered green as nine out of twelve green chemistry principle...
Thermolysis of a urethane end group was observed as a first time phenomenon during activation. This unzipping mechanism revealed a new amine tethering point producing a diamine-terminated oligourea ([10]-OU), acting as a green sorbent for CO2 capturing. The oligomer backbites its end group to form propylene carbonate (PC), as proved by in situ TGA-...
CO 2 fixation is a prominent research theme that attracts scientists, stakeholders and governmental entities attention to ultimately bring commercial products to the market. Herein, a series of mono-, bi-functional and...
CO2is the most influential greenhouse gas with drastic effects all over the world. Meanwhile, global warming is considered a hot topic to different groups of scientists dealing with the global warming phenomenon. As an alternative to the typically-used scrubbing agent that is heavily used in post-combustion capture technology, namely, monoethanolam...
Although alkanolamines have been systematically utilized for CO2 capture, intensive research efforts are still required to ultimately design more efficient CO2 sorbents with appropriate sorption characteristics. In this article, we have explored a series of diamine-tetraamido macrocyclic molecules with different organic linkers, namely, pyridine, p...
We reported on sustainable, one-pot synthesized caffeine-based compounds as effective, bifunctional, heterogenous, hydrogen-bond-donor organocatalysts for the cycloaddition of CO 2 with several epoxides, supported by a mechanistic study and verified by density functional theory calculations. Two reaction intermediates were isolated during the catal...
A series of water soluble, surface‐active ionic liquids (SAILs), namely, 1‐alkyl‐3‐methyl imidazolium chlorides ([Cn‐mim]Cl) and their mixtures with palmitic acid (PA) are investigated in Langmuir monolayers and Langmuir–Blodgett films. It is inferred from the surface pressure‐area isotherms that C16‐mim‐IL mixes non‐ideally with PA and stabilizes...
A new classification of green CO2 sorbents, in accordance with green chemistry principles must be developed in order to have low‐carbon footprint scrubbing agents in the near future. In article number 1900121, Abdussalam K. Qaroush and co‐workers review the use of biomaterials such as chitin, cyclodextrin (CD) (ie, CD‐metal–organic frameworks), and...
An in situ generated zinc ascorbate pre-catalyst for cyclic carbonates (CCs) synthesis via CO2 coupling with epoxides under ambient conditions was reported. Spectroscopic measurements indicated that CO2 was inserted within the zinc ascorbate complex through the formation of an activated zinc carbonate catalyst upon abstracting the enediol protons w...
(Thio)Urea scaffolds are best known for their importance as intermediates in organic synthesis. In this work, a mechanistic study of the reaction between urea (U), (2-hydroxyethyl)urea (U-EtOH) and thiourea (tU)/NaH in DMSO with CO2 were investigated. While both U/tU reacted with CO2via a 1:2 mechanism through the formation of the keto (thio)carbam...
Significant progress has been made in the past decades in the capture, storage, and utilization of greenhouse gases, particularly CO2. In general, the synthesis of most of the available CO2 sorbents is not ecofriendly and can require multistep synthesis in order to prepare and/or activate, which is considered a strict violation of green chemistry p...
Cucurbit[n]urils (CBn, n = 6–8) serve as molecular receptors for imidazolium-based ionic liquids (ILs) in aqueous solution. The amphiphilic nature of 1-alkyl-3-methylimidazolium guests (Cnmim), with a cationic imidazolium residue and a hydrophobic alkyl chain, enabled their complexation with CBn through a combination of the hydrophobic effect and i...
Transition metal complexes of the general formula [(S∩N∩N∩S)MCl2] (M: Cr(II), 2; Fe(II), 3, Co(II); 4; (S∩N∩N∩S): cis-1,2-N1,N2-bis{(benzo[b]thiophen-2-yl)methylene-diaminocyclohexane, S-DACH, 1) were prepared and characterized. The new complexes have been utilized as catalysts for the coupling reaction of carbon dioxide and the epoxides, styrene o...
A comparative model for the chemisorption of CO2 is explored via three representative reaction pathways: carboxylation of cyclohexanone, carbonation of cyclohexanol, and carbamation of cyclohexylamine. The model substrates were activated by using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, an amidine superbase). For each of these reactions, the format...
A new series of 2-aminoethyl-benzene-based biomaterials, namely, dopamine (DOP), tyramine (TYR), phenylethylamine (PEA), and epinephrine (EPN), dissolved in dimethylsulfoxide (DMSO) have been investigated for CO2 capture upon activatiing their hydhydrochloride salts with a NaOH pellet. Spectroscopic measurements, including ex situ ATR-FTIR, 1D and...
Bio-renewables are emerging as potential materials for CO 2 sorbents. Epinephrine is employed as a green scrubbing agent for CO 2 capturing through the formation of a metal carbamate as proved by...
Cyclodextrin (α-CD)/KOH pellet dissolved in DMSO was utilized to capture CO2. KOH has a dual function of enhancing the nucleophilicity of the hydroxyl groups on the α-CD rims and acting as a desiccant. ¹³C NMR spectroscopy provided evidence for the chemisorption of CO2 through the formation of organic carbonate (RO-CO2⁻·K⁺). This was supported by t...
The cycloaddition reaction between carbon dioxide (CO2) and epoxides is an attractive example for the synthesis of value-added chemicals exploiting CO2 greenhouse emissions. In this study, we reported on the propylene carbonate (PC) production mediated by lanthanum oxide (La-O)/tetrabutyl ammonium bromide (TBAB) binary mixture. The effect of differ...
The economic viability of environmentally friendly and renewable materials promotes the development of an alternative technology for climate change mitigation. Investigations reported over the past few years have allowed understanding the mechanism of action for a wide spectrum of saccharides toward carbon dioxide (CO2), in terms of reactivity, rev...
CO2 capturing is a hot topic that needs to be addressed by several disciplines to integrate the structural activity relationships of sorbents with the industrial processes to augment the individual development into an international collaborative level. Herein, we suggested a new model compound 1,3-bis[tris(hydroxymethyl)-methylamino]propane (BTP) d...
A newly formed bond of organic carbamato-carbonato emerged upon bubbling CO2 in a low molecular weight chitosan hydrochloride oligosaccharide CS•HCl/DMSO binary mixture. The aforementioned bond was detected and confirmed using attenuated total reflectance-Fourier transform Infrared (ATR-FTIR) spectroscopy with two prominent peaks at 1551 cm⁻¹ and 1...
Pentaerythritol (PE) is considered as a biodegradable material which combines the ease of synthesis, none-volatility, and extra stability under basic conditions (acidic gas sequestration, e.g., CO2), that makes it useful candidate for postcombustion capture (PCC) appli-cation. To overcome corrosion problems associated with CO2 binding organic, a bi...
A library of hydrogenated, perfluorinated aliphatic and aromatic (p-substituted) alcohols are selected together with a combination of superbases (SBs) and metal hydrides (MHs) to understand the thermodynamic parameters of the binary mixtures once serving as sorbents for the capture of CO2 via ionic organic alkyl-carbonate (RCO3-) formation. Data ar...
Chitin is considered to be the second most abundant naturally-occurring polysaccharide. Also, dimethyl sulfoxide (DMSO) is the second highest dielectric constant polar solvent after water. Despite the low solubility of chitin in common organic solvents, and due to its high nitrogen content, it may serve as a potential scrubbing agent “wet scrubbing...
The supramolecular chemisorption of CO2 by the oligomeric chitin-acetate (CA) in DMSO as a green solvent offers a novel eco-friendly approach for CO2 capture. Since the amino groups in the sorbent material are blocked either by protonation or acetylation, the multi-armed hydroxyl based oligosaccharide captures CO2 through the formation of an organi...
Correction for ‘Chitin-acetate/DMSO as a supramolecular green CO2-phile’ by Ala'a F. Eftaiha et al., RSC Adv., 2016, 6, 22090–22093.
A new series of [n]-oligoureas ([n]-OUs, n=4, 7, 10, and 12) green solid sorbents was prepared following a base-catalyzed, microwave-assisted oligomerization reaction. The materials were characterized by NMR and IR spectroscopy, elemental analysis, thermogravimetric analysis, differential scanning calorimetry, and XRD. Decomposition temperatures at...
A series of chromium(III)-, cobalt(III)-, and iron(III)-based complexes of the general formula [(N∩O)2MCl] (1–7) (N∩O: N-salicylidene(R)amine, R = 1-naphthyl or cyclohexyl) have been applied as catalysts for the coupling reaction of carbon dioxide and epoxystyrene (styrene oxide) in the presence of tetrabutylammonium bromide (Bu4NBr) as a cocatalys...
A new eco-friendly, isocyanate-free, energy-saving method for the production of [6]-oligourea, utilizing a green carbonylating agent, viz. propylene carbonate, is reported. It comprises an organocatalyzed, microwave-assisted, solvent-free synthesis. Two modes of microwave-assisted synthesis, viz. dynamic and fixed energy modes, were applied. Upon o...
The synthesis of new palladium(II) complexes of the type [Pd(A–NC–ph–CN–A)Cl2] (4a–e) (A = cyclohexyl (a), 2-isoprpropyl (b), pyrenyl (c), naphthyl (d), and 2,6-diisopropyl (e)) is described. The isolated γ-diimine ligands and their corresponding palladium(II) complexes were characterized by their physical properties, elemental analysis, 1H NMR-, 1...
Reactions of 5-hydrazino-1,3-dimethyl-4-nitro-1H-pyrazole (1) with substituted benzaldehydes (2-5) in methanol gave the new substituted benzaldehyde (1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazone Schiff base ligands (6-9) benzaldehyde (1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazone (H-BDH, 6), 2,3-dimethoxybenzaldehyde (1,3-dimethyl-4-nitro-1H-pyr...
A series of iron(II) complexes (4a–d, 10, and 11) bearing 2,6-bis[(imino)ethyl]pyridine-(3a–d), quinolinaldimine-(8) and thiophenaldimine-(9) based ligands were disclosed as active complexes for the polymerization of tert-butylacrylate (t-BA). After activation with methyl aluminoxane (MAO), the complexes showed moderate to high polymerization activ...