Article
Chemistry, Physical
Wahiba Ramdani, Ines Rabadan Gonzales, Nora Benbakoura, Mohammed Ahmar, Charlie Verrier, Yves Queneau, Marc Pera-Titus, Francois Jerome, Karine De Oliveira Vigier
Summary: 1-(5-(Hydroxymethyl)furan-2-yl)-5-methylhex-1-en-3-one was synthesized from cellulose or glucose through a series of depolymerization/dehydration/aldol condensation reactions. The synthesis of HMF started from a highly concentrated feed of glucose and cellulose (31 wt.%) using choline chloride in MIBK/water biphasic media, followed by aldol condensation with MIBK over alkaline metal oxides. Among the catalysts used, commercial BaO exhibited the highest efficiency with an aldol product yield above 90%. BaO readily transformed into Ba(OH)(2), H2O, and BaO2 in air, which were considered as the active phases for the reaction. The catalyst basicity and solvent played crucial roles in determining the reaction selectivity by limiting secondary reactions.
Article
Chemistry, Multidisciplinary
Heng Lu, Xiaohong Tan, Guobin Huang, Shaoru Wu, Yanmei Zhou, Junying Zhang, Qiaowen Zheng, Tianju Chen, Feiming Li, Zhixiong Cai, Jingbin Zeng, Maosheng Zhang
Summary: A method for the synthesis of CsPbBr3 PNCs using natural deep eutectic solvents as solvents and surface ligands has been developed. This method improves the optical properties and stability of the nanocrystals.
Article
Chemistry, Multidisciplinary
Salvatore Romano, Antonio Rescifina, Giuseppina De Luca, Monica Nardi, Manuela Oliverio, Antonio Procopio
Summary: The synthesis of amides, a commonly used reaction in pharmaceutical chemistry, usually requires stoichiometric activators and impacts sustainability. Developing eco-friendly methods for amidation has become a challenge. This study explores the use of non-toxic biological molecule choline chloride (ChCl) as a promoter for direct amidation of carboxylic acids. Microwave-assisted amidation tests reveal that the reaction benefits from specific microwave effects, which accumulate energy and activate the reaction. FT-IR analysis and DFT calculations shed light on the reaction mechanism and uncover a new role for ChCl in stabilizing intermediates and coordinating reagents.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Physical
Damian Polomski, Piotr Garbacz, Kenneth Czerwinski, Maciej Chotkowski
Summary: The study discusses the physicochemical properties of mixtures based on choline acetate/chloride and carboxylic acids/urea, showing the influence of acid strength on water content and the rapid determination of water content based on refractive index.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Biochemistry & Molecular Biology
Negesso Wakushie Dulie, Belay Woldeyes, Hundessa Dessalegn Demsash
Summary: In this study, a new catalyst was prepared by functionalizing the lignin-carbohydrate complex structure in Eragrostis tef straw through simultaneous carbonization and sulfonation, showing excellent catalytic activity in the dehydration of xylose to furfural. The synthesized catalyst exhibited functional groups such as -SO3H, -COOH, and -OH, and showed significant reusability for 5 runs without loss of catalytic activity. This green strategy of using catalysts prepared from Eragrostis tef straw provides a solution to the problems associated with mineral acid catalysts in converting xylose to furfural.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2021)
Article
Chemistry, Applied
Issaraporn Rakngam, Nattawut Osakoo, Jatuporn Wittayakun, Narong Chanlek, Aniwat Pengsawang, Narongrit Sosa, Teera Butburee, Kajornsak Faungnawakij, Pongtanawat Khemthong
Summary: In this study, Al-incorporated SBA-15 materials were successfully prepared using a one-pot hydrothermal method, resulting in the generation of acid sites for catalysis. Despite similar Si/Al ratios, the different total acidities and Al tetrahedral coordination ratios of the samples were observed. Catalytic testing showed that all Al-SBA-15 samples exhibited better catalytic performance than pristine SBA-15.
MICROPOROUS AND MESOPOROUS MATERIALS
(2021)
Review
Biochemistry & Molecular Biology
Rosa Amoroso, Frank Hollmann, Cristina Maccallini
Summary: DES are mixtures of two or more compounds that can form liquids with lower freezing points due to specific hydrogen-bond interactions, making them customizable for pharmaceutical purposes. ChCl-based DES have been utilized in pharmaceutical compound synthesis as solvents, solvents/catalysts, or chemical donors.
Article
Chemistry, Multidisciplinary
Diksha Dhiman, Ana S. C. Marques, Meena Bisht, Ana P. M. Tavares, Mara G. Freire, Pannuru Venkatesu
Summary: This study demonstrates the positive effect of deep eutectic solvents (DESs) on the conformational and colloidal stability of IgG antibodies, suggesting their potential as novel solvents in IgG formulations. Cholinium-based DESs, containing urea, glycerol, or ethylene glycol, were found to enhance the stability of IgG without the need for additional excipients. The presence of DESs reduced the aggregation rate of IgG and increased its conformational stability.
Article
Thermodynamics
Bakhtyar Rostamzadeh, Nosaibah Ebrahimi, Rahmat Sadeghi
Summary: This study deeply investigated the salting-in and salting-out phenomena in aqueous systems composed of choline chloride (ChCl) and water-soluble polymers. Four ternary systems of {polymer + ChCl + water} were studied using isopiestic measurements. Positive deviations from the linear isopiestic relation (LIR) were observed in PEG400/PEG10000/PVP10000+ChCl systems, indicating the occurrence of the salting-in effect. The co-solvency effect of ChCl on the aqueous polymer solutions was found to decrease in the order PVP10000 > PEG10000 > PEG400. On the other hand, the PPG400+ChCl system exhibited negative deviations from the LIR, indicating the salting-out effect. The biphasic region of the PPG400-ChCl system showed positive deviations from the LIR due to partial dehydration of the solutes.
FLUID PHASE EQUILIBRIA
(2023)
Article
Chemistry, Multidisciplinary
Jin Han, Alessandro Mariani, Stefano Passerini, Alberto Varzi
Summary: Highly concentrated aqueous electrolytes with increased salt concentration have the potential to improve the stability and energy of batteries by changing various properties of the electrolyte, such as ionic interactions, solvation structure, ion transport, hydrolysis tendency, and solid electrolyte interphase formation, which significantly depend on the salt anion. This review aims to analyze and explain the role of the salt anion in these properties to offer guidelines for future developments.
ENERGY & ENVIRONMENTAL SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Sean A. Roget, Kimberly A. Carter-Fenk, Michael D. Fayer
Summary: In highly concentrated salt solutions, the presence of ions disrupts the water hydrogen bond network and forces the water to restructure into a water-ion network. Compared to bulk water, concentrated salt solutions have stronger water-water hydrogen bonds and restricted water molecule motion. Spectroscopic measurements and analysis allow us to observe the structural evolution of the water-ion network and the rearrangement of water molecules.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Shiori Watabe, Nahoko Kuroki, Hirotoshi Mori
Summary: Improving carbon capture efficiency and reducing costs are crucial for the widespread adoption of carbon capture and storage. This study examines the CO2 absorption capacity of 1,533,528 hydrogen-bonded mixtures, known as deep eutectic solvents, from a perspective of green chemistry and engineering. The findings confirm that deep eutectic solvents containing ionic compounds exhibit higher CO2 selective absorption capacity compared to those composed of non-ionic species. The quantitative evaluation of hydrogen-bonding interaction further predicts that the capacity is enhanced when the ionic compounds function as hydrogen-bonding donors, as they weaken the hydrogen-bonding network in the mixtures and improve CO2 physisorption.
Article
Nanoscience & Nanotechnology
Sangki Hong, Aida M. Diez, Adedoyin N. Adeyemi, Juliana P. S. Sousa, Laura M. Salonen, Oleg Lebedev, Yury Kolen'ko, Julia Zaikina
Summary: This study reports a method for synthesizing La-based perovskites using an environmentally friendly solvent, resulting in perovskites with high electrocatalytic activity for water oxidation. Among the perovskites prepared, LaCoO3 exhibited the best electrocatalytic performance. These findings are important for the preparation of highly active perovskites for energy applications.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Chemistry, Physical
Xiongchao Lin, Sasha Yang, Xiaojia Li, Caihong Wang, Yonggang Wang
Summary: In this study, a facile and rapid synthesis approach for a SSZ-13 catalyst using choline chloride as a template was proposed, resulting in optimized acid sites and pore structure. The synthesized catalyst demonstrated excellent catalytic performance for the methanol-to-olefins reaction, with high methanol conversion rate, initial selectivity of light olefins, and extended catalytic lifetime. Despite slightly lower olefin selectivity compared to the purchased catalyst, the synthesized SSZ-13 exhibited desirable features for potential industrial application.
Article
Agricultural Engineering
Qing Qing, Wenxuan Wu, Xiaoran Tao, Zhuang Ma, Weigang He, Yuheng Tao, Liqun Wang
Summary: Aqueous choline chloride/acetone was developed as a green ternary solvent for catalytic conversion of glucose and raw corn stover into 5-HMF. The acidic choline chloride solution promoted the isomerization and dehydration of glucose to 5-HMF, while acetone acted as an efficient extracting solvent to remove 5-HMF from the aqueous phase. The composition of the ternary solvent system significantly affected the 5-HMF yield, reaction selectivity, and prevention of further degradation.
INDUSTRIAL CROPS AND PRODUCTS
(2022)
Review
Chemistry, Multidisciplinary
Xiaoyang Yue, Yves Queneau
Summary: This Review discusses the use of HMF, furfural, and furan as platforms for designing alternative surfactants, highlighting the various methods for grafting polar and non-polar appendages and exploiting their specific chemical reactivity. The surfactants sector will benefit from these alternatives, enabling increased renewable carbon content and structural innovation.
Article
Biochemistry & Molecular Biology
Thibaut Barbier, Alexia Barbry, Jeremy Magand, Cedric Badiou, Floriane Davy, Anne Baudouin, Yves Queneau, Oana Dumitrescu, Gerard Lina, Laurent Soulere
Summary: In this study, new series of compounds were synthesized by combining the benzo[b]thiophene nucleus and the acylhydrazone functional group for screening against Staphylococcus aureus. Among the compounds tested, (E)-6-chloro-N'-(pyridin-2-ylmethylene)benzo[b]thiophene-2-carbohydrazide (II.b) showed promising antimicrobial activity with a minimal inhibitory concentration of 4 μg/mL against S. aureus strains, including clinically isolated strains resistant to methicillin and daptomycin.
Article
Chemistry, Multidisciplinary
Walid Lamine, Frederic Guegan, Francois Jerome, Gilles Frapper
Summary: This study investigates the reaction mechanism of cellulose depolymerization under non-thermal plasma conditions. The degradation of glycosidic bonds triggered by reaction with hydroxyl radicals is explored. It is found that the hydrogen abstraction reactions by hydroxyl radicals on different sites of the pyranose ring are nonselective and exergonic, resulting in the formation of cellobiosyl carboradicals. These carboradicals protect against direct hydrolysis and a homolytic bond cleavage process allows the desired monomer to be obtained. Through molecular simulation and analysis, three feasible reaction pathways are identified based on their kinetics and thermodynamics.
JOURNAL OF COMPUTATIONAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ivana Miletto, Marta Meazza, Geo Paul, Maurizio Cossi, Enrica Gianotti, Leonardo Marchese, Ramon Rios, Marc Pera-Titus, Robert Raja
Summary: In this study, a designed N-heterocyclic carbene (NHC) catalyst was anchored on mesoporous and hierarchical supports of varying pore sizes to investigate the influence on the benzoin condensation of furfural. The characteristics of the anchored catalysts were examined to rationalize their stability and recyclability using molecular dynamics simulations. The results showed that the catalysts maintained quantitative yields (99%) and complete recyclability after multiple cycles, validating the design rationale.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Yaoyao Feng, Jean-Francois Dechezelles, Quentin D'Acremont, Emmanuel Courtade, Vincent De Waele, Marc Pera-Titus, Veronique Nardello-Rataj
Summary: In this study, an emulsion system combining plasmonic Au-loaded amphiphilic silica nanoparticles and tri(dodecyltrimethylammonium) phosphotungstate nanoparticles was developed for oxidation reactions at near-room temperature. The system showed a 5-fold increase in activity compared to thermal reactions, with potential energy savings of 74% compared to thermally heated reactors.
Article
Chemistry, Physical
Fan Jiang, Zhen Yan, Xuan Chen, Xinlei Li, Stephane Streiff, M. Pera-Titus
Summary: An alternative non-toxic route for the synthesis of pentamethyldiethylenetriamine using methanol as a greener and cheaper methylating reagent is presented. The reaction proceeds fast and selectively over composite copper catalysts, yielding pentamethyldiethylenetriamine with a yield of 75% and resistance to sintering.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Organic
Jingjing Jiang, Yves Queneau, Florence Popowycz
Summary: The use of the renewable platform molecule 5-HMF in multi-component reaction with a diamine and an alkynone to generate seven-membered 1,5-benzodiazepines is described. Ammonium acetate in ethanol proved to be a clean and efficient system among catalysts/solvents couples. The optimized conditions were used to investigate the scope of the reaction providing a library of 1,5-benzodiazepines in moderate to good yields from a wide range of diversely substituted diamines and alkynones or alkyl alkynoates.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Thibaut Barbier, Oana Dumitrescu, Gerard Lina, Yves Queneau, Laurent Soulere
Summary: A conformational analysis and molecular docking study compared 2,6-difluoro-3-methoxybenzamide (DFMBA) with 3-methoxybenzamide (3-MBA) to investigate the effect of fluorination on FtsZ inhibition and anti S. aureus activity. The presence of fluorine atoms in DFMBA resulted in a non-planar conformation, making it more adaptable to the reported co-crystallized complexes with FtsZ. Molecular docking studies showed strong hydrophobic interactions between the difluoroaromatic ring and residues Val203, Val297, and Asn263, as well as critical hydrogen bonds with residues Val207, Leu209, and Asn263. Changing the carboxamide functional group to benzohydroxamic acid or benzohydrazide rendered the compounds inactive, emphasizing the importance of the carboxamide group.
Review
Biochemistry & Molecular Biology
Qiang Zhang, Laurent Soulere, Yves Queneau
Summary: Compounds with thioamide function are important in organic synthesis as key building blocks and in drug design due to their ability to mimic amide function in biomolecules. This review provides an update on the last decade's contributions in the formation of thioamides using different sulfur sources, highlighting the cleanliness and practicality of the new methods.
Article
Chemistry, Multidisciplinary
Hang Hu, Muhammad Akif Ramzan, Raphael Wischert, Francois Jerome, Carine Michel, Karine de Oliveira Vigier, Marc Pera-Titus
Summary: The direct amination of biomass-derived isohexides over a Ru/C catalyst showed that the presence of hydrogen gas (H-2) and ammonia gas (NH3) played important roles in the selectivity of isohexide conversion to diamines and aminoalcohols. Isohexides with an exo-OH group formed aminoalcohols, while isohexides with two endo-OH groups produced a moderate yield of diamines due to higher reactivity. The adsorption of NH3 on the catalyst strongly suppressed isomerization of isohexides and discouraged the formation of byproducts promoted by H-2.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Biochemistry & Molecular Biology
Laurent Soulere, Thibaut Barbier, Yves Queneau
Summary: Comparative analysis of amino acid sequences and 3D structural alignment revealed significant structural homologies between the main proteases of SARS-CoV-2 and IBV. In silico screening using a PubChem BioAssay database identified four covalent inhibitors and five non-covalent inhibitors for SARS-CoV-2 protease. Molecular dynamics simulations further investigated the binding of these inhibitors, and predictive ADMET calculations suggested promising pharmacokinetic properties for the nine compounds.
Article
Chemistry, Multidisciplinary
Fahima Ali-Rachedi, Stephen J. J. Cowling, Stephane Chambert, Yves Queneau
Summary: Glycosteroids, including synthetic monocatenar carbohydrate steroid hybrids, have been synthesized by connecting carboxymethylglycosyl lactone-based allyl amides with allylated steroids through cross-metathesis reaction. The reaction successfully utilized glucose, galactose, cellobiose, and dihydrocholesterol as substrates, resulting in the synthesis of variously protected new glycosteroids.
CHEMISTRY AFRICA-A JOURNAL OF THE TUNISIAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Teseer Bahry, Shang Jiang, Umesh Jonnalagadda, Wen Liu, Benoit Teychene, Francois Jerome, Samir H. Mushrif, Prince N. Amaniampong
Summary: This study presents a novel catalytic chemistry for the demethylenation of benzyl alcohol to phenol using a combination of an earth-abundant transition metal oxide (CuO) catalyst and high frequency ultrasound (HFUS). The reaction takes place in water and at room temperature. By characterizing the catalyst, analyzing the chemistry and acoustics, using isotope labelling and density functional theory computations, the researchers unveil the molecular reaction mechanism, which involves benzaldehyde as an intermediate. Water is not only a benign solvation medium, but also directly participates in the reaction by undergoing dissociation due to sonolysis. The adsorption of the OH from water on the catalyst surface inhibits recombination and activates the C-H bond in benzyl alcohol, leading to the formation of benzaldehyde and its incorporation into the phenyl ring to form phenol.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Prince Nana Amaniampong, Quang Thang Trinh, Teseer Bahry, Jia Zhang, Francois Jerome
Summary: The study demonstrated a base-free strategy for the selective oxidation of microcrystalline cellulose to oxalic acid using low frequency ultrasound and Au/Fe2O3 catalyst. The combination of low frequency ultrasound and catalyst led to enhanced catalytic oxidation of cellulose particles, resulting in a significant yield of oxalic acid. Density functional theory and X-ray photoelectron spectroscopy confirmed the charge transfer from Au nanoparticles to Fe2O3, forming active catalytic species for cellulose oxidation.
Article
Chemistry, Multidisciplinary
Xuemei Liu, Chaonan Cui, Shuoshuo Wei, Jinyu Han, Xinli Zhu, Qingfeng Ge, Hua Wang
Summary: This study presents a new strategy for designing efficient photocatalysts that can convert CO2 into hydrocarbons by utilizing synergistic catalytic sites. The findings provide a solution for the selective photocatalytic reduction of CO2 to CH4.
Article
Chemistry, Multidisciplinary
Chengxian Hu, Dan Wang, Lu Wang, Ying Fu, Zhengyin Du
Summary: A novel one-pot, three-component reaction conducted under electrochemical conditions was studied. The reaction involved 2-aminothiophenols, aldehydes, and malononitrile, using TBABF4 as an electrolyte and CuI as a catalyst. The proposed reaction mechanism suggested that CuI served as an electron relay. This method offers simplified operation, high atom economy, and mild reaction conditions.
Article
Chemistry, Multidisciplinary
Zhi Yang, Yu Chen, Linxi Wan, Yuxiao Li, Dan Chen, Jianlin Tao, Pei Tang, Fen-Er Chen
Summary: A highly enantioselective method for the complete hydrogenation of pyrimidinium salts using Ir/(S,S)-f-Binaphane complex as the catalyst was developed. This method provides easy access to fully saturated chiral hexahydropyrimidines, which are prevalent in many bioactive molecules. The reactions exhibit high yields and enantioselectivities under mild reaction conditions without additives. Successful application of this methodology in a continuous flow fashion further extends its practical utility.
Article
Chemistry, Multidisciplinary
Tina Jeoh, Jennifer Danger Nill, Wujun Zhao, Sankar Raju Narayanasamy, Liang Chen, Hoi-Ying N. Holman
Summary: In this study, the enzymatic hydrolysis of cellulose was investigated using real-time infrared spectromicroscopy. The spatial heterogeneity of cellulose was found to impact the hydrolysis kinetics. Hydration affected cellulose ordering, and Cel7A preferentially removed less extensively hydrogen bonded cellulose.
Article
Chemistry, Multidisciplinary
Tiphaine Richard, Walid Abdallah, Xavier Trivelli, Mathieu Sauthier, Clement Dumont
Summary: An effective method of grafting functionalities onto lignin based on glycerol carbonate has been developed using an efficient nickel-catalysed telomerisation reaction. This method allows lignin to have new reactive functions and reduces the glass transition temperatures of modified lignins, thereby expanding the application range of lignin-based resins.
Article
Chemistry, Multidisciplinary
Jing Qi, Xiyan Wang, Gan Wang, Srinivas Reddy Dubbaka, Patrick ONeill, Hwee Ting Ang, Jie Wu
Summary: This study presents a green and environmentally friendly approach for the synthesis of imides using electrocatalytic oxidation with H2O as the oxygen source. The method eliminates the need for toxic or expensive oxidants and achieves high yields under mild reaction conditions. It shows broad substrate compatibility and potential for industrial applications.
Article
Chemistry, Multidisciplinary
Babasaheb Sopan Gore, Lin-Wei Pan, Jun-Hao Lin, Yi-Chi Luo, Jeh-Jeng Wang
Summary: Here, we report a visible light-promoted intramolecular radical cascade reaction for the construction of fluorenol and naphthalene-fused cyclopropyl carbaldehyde derivatives. This method offers mild reaction conditions, a broad substrate scope, excellent step efficiency, and scalability, without the need for external chemical oxidants. The novelty of this protocol was demonstrated by synthesizing chrysene analogs and performing late-stage functionalizations.
Article
Chemistry, Multidisciplinary
Juho Antti Sirvio, Idamaria Romakkaniemi, Juha Ahola, Svitlana Filonenko, Juha P. Heiskanen, Ari Ammala
Summary: This article discusses the method of using supramolecular interaction between an aromatic hydrogen bond donor and lignin to achieve rapid delignification of softwood at low temperatures.
Article
Chemistry, Multidisciplinary
Yunyan Meng, Chunxiang Pan, Na Liu, Hongjiang Li, Zixiu Liu, Yao Deng, Zixiang Wei, Jianbin Xu, Baomin Fan
Summary: A novel visible light-driven synthesis method for 2,3-diamines has been developed, which has mild conditions, avoids the use of metal reagents, and can synthesize diamines and diols in one pot.
Article
Chemistry, Multidisciplinary
Mingqing Huang, Haiyang Huang, Mengyao You, Xinxin Zhang, Longgen Sun, Chao Chen, Zhichao Mei, Ruchun Yang, Qiang Xiao
Summary: A direct air-oxidized strategy for the synthesis of benzo[b]phosphole oxides was developed in this study. Arylphosphine oxides were transformed into phosphinoyl radicals, which were further combined with various alkynes to achieve the desired products. DFT calculations revealed the mechanism of phosphinoyl radical formation.
Article
Chemistry, Multidisciplinary
Anwei Wang, Jiayin Huang, Chunsheng Zhao, Yu Fan, Junfeng Qian, Qun Chen, Mingyang He, Weiyou Zhou
Summary: This study demonstrates an innovative strategy for the aerobic oxidation of C(sp(3))-H bonds using gamma-valerolactone. By optimizing the reaction conditions and utilizing specific catalysts, efficient oxidation of C(sp(3))-H bonds is achieved with good chemoselectivity in certain cases.
Article
Chemistry, Multidisciplinary
Shun Li, Likai Tong, Zhijian Peng, Bo Zhang, Xiuli Fu
Summary: Sulfide compounds show promise as electrocatalysts for water splitting, but their performance is limited by factors such as limited active sites and hindered substance transport. This study successfully prepared a high-entropy sulfide (ZnCoMnFeAlMg)(9)S-8, which reduced grain size and increased specific surface area, enabling the realization of a dual-functional catalyst with multiple catalytic sites. High entropy also modulated the electronic properties of sulfides, reducing the potential energy barrier for hydrolysis. This research introduces a new approach for functionalizing high entropy nanomaterials and improves the performance of water splitting catalysts.
