Review
Chemistry, Organic
Kapil Kumar
Summary: Pyrimidines and their hybrid molecules have been favored by organic chemists for their richness in natural and synthetic compounds, with microwave-assisted synthetic protocols playing a significant role in construction. In recent years, solid-supported protocols and ionic liquid-catalyzed strategies have been utilized for the synthesis of pyrimidine and its derivatives, showing excellent yield and adherence to green chemistry principles. Additionally, microwave-irradiated approaches have been found to be more efficient compared to conventional methods, leading to better reaction time, yield, and atom economy.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Lin Li, Biswanath Das, Ahibur Rahaman, Andrey Shatskiy, Fei Ye, Peihong Cheng, Chunze Yuan, Zhiqi Yang, Oscar Verho, Markus D. Karkas, Joydeep Dutta, Tsu-Chien Weng, Bjorn Akermark
Summary: This study reports a new type of active anode based on a molecular catalyst for electrochemically-driven water oxidation. By attaching the catalyst to glassy carbon, the stability and reactivity of the anode are improved. Using various characterization techniques, it is demonstrated that this anode performs comparably to state-of-the-art metal oxide anodes.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Ting Zhu, Shangheng Liu, Bin Huang, Qi Shao, Man Wang, Fan Li, Xinyue Tan, Yecan Pi, Shih-Chang Weng, Bolong Huang, Zhiwei Hu, Jianbo Wu, Yong Qian, Xiaoqing Huang
Summary: The study develops a versatile electrocatalyst with remarkable performance for pH-universal overall water splitting, by introducing diluted metal nanoclusters. The optimized catalyst delivers record activity in a wide pH range, outperforming the Pt/C-Ir/C integrated couple and demonstrating enhanced stability after long-term tests. The diluted metal nanocluster-enhanced strategy offers a general pathway for the rational design of catalysts with unprecedented performance for electrocatalysis and beyond.
ENERGY & ENVIRONMENTAL SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Emilija Milovic, Nenad Jankovic, Milan Vranes, Srdan Stefanovic, Jelena Petronijevic, Nenad Joksimovic, Jovana Muskinja, Zoran Ratkovic
Summary: This study presents a new synthetic method for the synthesis of pyrido-dipyrimidines in water, showcasing the advantages of green chemistry and high yields. The key intermediates of the reaction mechanism are enamine and vanillidene, contributing to the success of this one-pot heterocyclization approach.
ENVIRONMENTAL CHEMISTRY LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Sanoop P. P. Chandrasekharan, Narendra Kumar Vaishanv, Ruchir Kant, Kishor Mohanan
Summary: A substrate-controlled reactivity switch was observed in the reaction of alpha-fluoro-beta-ketoamides with arynes. Secondary alpha-fluoro-beta-ketoamides reacted to afford alpha-aryl-alpha-fluoroacetamides through arylation/deacylation, while tertiary alpha-fluoro-beta-ketoamides underwent C-C sigma-bond insertion reaction to give 1,2-disubstituted arenes.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Harsh D. Trivedi, Vidhi B. Joshi, Bonny Y. Patel
Summary: The synthesis of pyrimido[4,5-d]pyrimidines was achieved using the Pot, Atom, and Step Economic (PASE) green chemistry proposition. This was done through a multicomponent reaction (MCR) of barbituric acid, guanidine, and aldehyde derivatives using water solvent and iodine catalyst, with ultrasound and microwave irradiation methods. Reaction optimization was performed, and the highest yield was obtained using microwave irradiation with water solvent and iodine catalyst (8 mol%) for 5 minutes. The proposed protocol was proven to be an ideal, green, and sustainable approach based on the calculation of green chemistry metrics.
SYNTHETIC COMMUNICATIONS
(2023)
Article
Materials Science, Multidisciplinary
Eun Been Lee, Seung Geun Jo, Sang Jun Kim, Gil-Ryeong Park, Jung Woo Lee
Summary: Green hydrogen is an attractive future energy source due to its lack of greenhouse gas emissions during production and higher energy density compared to fossil fuels. This study synthesized water splitting catalysts based on relatively inexpensive metals (Ru, Co, and Fe) anchored on reduced graphene oxide (rGO) through a microwave-assisted process. The catalysts showed improved performance in the hydrogen evolution reaction (HER) and the oxygen evolution reaction (OER), with Ru/rGO exhibiting excellent HER activity and RuCoFe/rGO showing the best OER performance.
KOREAN JOURNAL OF METALS AND MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
G. P. Costa, A. H. A. Goncalves, L. A. V. Viana, J. C. S. Soares, F. B. Passos, F. M. T. Mendes, A. B. Gaspar
Summary: Ruthenium catalysts supported on zinc-promoted amorphous-niobium mixed oxides were prepared and characterized in this study using various techniques such as X-ray analysis and H-2 chemisorption. It was found that catalysts containing zinc showed higher selectivity, while those without zinc exhibited higher activity.
MATERIALS TODAY CHEMISTRY
(2021)
Article
Nanoscience & Nanotechnology
Ting Zhu, Junnan Han, Teng Sun, Jiaining Chen, Sheng Wang, Siyun Ren, Xiaodong Pi, Jun Xu, Kunji Chen
Summary: Developing a high-performance bifunctional electrocatalyst for overall water splitting is crucial for industrial-scale renewable energy conversion. However, the current electrocatalyst still requires a large cell voltage to drive water splitting, hindering its practical application.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Energy & Fuels
Precious Ekwere, Miranda Ndipingwi, Chinwe Ikpo, Sodiq Yussuf, Kelechi Nwambaekwe, Onyinyechi Uhuo, Emmanuel Iwuoha
Summary: Ruthenium antimony oxide (RuSbO) and ruthenium antimony oxide graphene (RuSbO-G) nanomaterials were successfully synthesized via microwave-assisted method and tested for their application as electrode materials in asymmetric supercapacitor devices. The nanocomposites were confirmed by SEM and TEM images, showing randomly distributed nanoparticles in RuSbO and ruthenium and antimony nanoparticles scattered on graphene sheets in RuSbO-G. Both materials exhibited different double layer properties in the electrolyte, with RuSbO-G showing higher energy storage capabilities and efficiency. A portable asymmetric supercapacitor fabricated with RuSbO-G achieved high specific capacitance and charge retention after numerous cycles. This study highlights the potential of RuSbO-based materials for energy storage in supercapacitors.
JOURNAL OF ENERGY STORAGE
(2023)
Article
Chemistry, Organic
Sara Asadi, Hossein Mehrabi
Summary: A convenient and elegant condensation reaction was used to synthesize a new class of pyrimido[5,4-e][1,3]oxazine diones, with impressive yields and high purity of the products.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yunfeng Jiang, Zhengtong Mao, Yue Guan, Haokun Pan, Xingxian Zhang
Summary: A Ru-catalyzed direct C-H amidation method using sulfonyl azides was successfully developed for the synthesis of monoamidated pyrrolo[2,3-d]pyrimidine derivatives under mild conditions with high efficiency. The protocol showed good compatibility with diverse functional groups and high regioselectivity, providing structurally versatile products with potential biological and therapeutic activity.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Applied
Jiulong Zhang, Daobin Zhang, Lin Xiao, Shouzhi Pu
Summary: The Ru-1 probe was designed to sensitively and selectively recognize HOCl in PBS solution, showing excellent water-solubility, low detection limit, long fluorescence lifetime, and large Stokes shift. Quantitative detection experiments in water samples indicated its potential application in the environment.
Article
Chemistry, Organic
Mohit Maingle, Steeva Sunny, Loddipalle Sheeba, Firojkhan Rajekhan Pathan, Kapileswar Seth
Summary: The benzoxazole and benzothiazole moieties are used as directing groups in Pd(II)- and Ru(II)-catalyzed C-H arylation reactions. The choice of ligands and reaction conditions allows for high yields and selectivity.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Multidisciplinary
Alex B. Wood, Daniel E. Roa, Fabrice Gallou, Bruce H. Lipshutz
Summary: The alpha-arylation reactions can be carried out in water with the help of a designed surfactant, without the need for organic co-solvents, under mild conditions. The enolization is mediated by a lipophilic base that gains entry to the micellar inner cores. Additionally, it is demonstrated that coupling reactions can be efficiently conducted with low palladium loadings in a completely recyclable medium.
Article
Biochemistry & Molecular Biology
Sachin Sudhakar Wazalwar, Anita Ravindra Banpurkar, Franc Perdih
Summary: This study reports the synthesis of novel isoxazole derivatives and their molecular docking with enzymes from the CYP450 family. The compounds showed good docking scores compared to reference drugs and exhibited strong affinity for various CYP450 proteins, indicating their potential as drug candidates.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Chemistry, Physical
Sachin S. Wazalwar, Anita R. Banpurkar, Franc Perdih
Summary: New dihydropyrimidone scaffolds were synthesized by modifying the benzaldehyde part and replacing the methyl and sulphur groups in the anti-cancer drug monastrol. The newly synthesized compounds showed competitive or improved binding affinity compared to monastrol in docking study on EGFR-TK. The presence of methoxy and/or hydroxy groups on the benzaldehyde ring enhanced the activity, and the compounds exhibited good oral absorption and brain penetration according to ADME study.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Organic
Nejc Petek, Helena Brodnik, Oliver Reiser, Bogdan Stefane
Summary: A Cu(I)-photoredox-catalyzed trifluoromethylchlorosulfonylation reaction of terminal alkynes under visible light conditions has been developed. The reaction yields trifluoromethyl-substituted vinylsulfonyl chlorides, which can subsequently be coupled to a second alkyne under photocatalytic conditions. The method shows high regio- and stereoselectivity and can be applied to aliphatic and aromatic alkynes with various functional groups, producing synthetically valuable intermediates.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Luka Ciber, Franc Pozgan, Helena Brodnik, Bogdan Stefane, Jurij Svete, Mario Waser, Uros Groselj
Summary: Ten novel bifunctional quaternary ammonium salt phase-transfer organocatalysts were synthesized and evaluated for their organocatalytic activity in electrophilic heterofunctionalizations and the Michael addition reaction. The reactions showed high conversion rates, but low enantioselectivities. The catalysts were fully characterized and the stereochemistry at the C-2 chiral center was determined.
Article
Crystallography
Franc Perdih, Milenko Korica, Lorena Sebalj, Tomislav Balic
Summary: Silver(I) complexes with aza-oxa macrocyclic Schiff bases were synthesized and their structures were characterized. The silver ions were exo-coordinated by neighboring ligand molecules, forming 1D polymeric chains in all compounds. Different chain topologies were observed depending on the type of anion. The compounds exhibited a variety of intermolecular interactions, and a general supramolecular motif of 2D sheets of ligand-metal polymers was observed. The thermal stability of the compounds was surprising, with some compounds stable at temperatures above 300°C.
Article
Chemistry, Organic
Misel Hozjan, Luka Ciber, Franc Pozgan, Jurij Svete, Bogdan Stefane, Uros Groselj
Summary: A study on the organocatalyzed synthesis of tert-butyl 2-amino-3-cyano-5-oxo-4-phenyl-5,7-dihydropyrano[2,3-c]pyrrole-6(4H)-carboxylate from Boc-tetramic acid and benzylidenemalononitrile was presented. Two bifunctional noncovalent organocatalysts were used, resulting in the racemic mixture of the product in both cases. The structure of the newly synthesized compound was confirmed by high resolution mass-spectrometry, H-1- and C-13-NMR, HSQC, and IR spectroscopy.
Article
Chemistry, Organic
Luka Ciber, Franc Pozgan, Jurij Svete, Bogdan Stefane, Uros Groselj
Summary: A three-step synthesis of 1-{(1S,2S,4R)-7,7-dimethyl-1-[(pyrrolidin-1-yl)methyl]bicyclo[2.2.1]heptan-2-yl}-1H-benzo[d]imidazole from camphor derived diamine was reported. The absolute configuration of the chiral center bearing the benzo[d]imidazole moiety was confirmed using NOESY. The newly synthesized compound was characterized by H-1 and C-13 NMR, 2D NMR, IR spectroscopy, and high-resolution mass spectrometry.
Article
Chemistry, Multidisciplinary
Sachin S. Wazalwar, Franc Perdih
Summary: New tetrahydropyrimidone derivatives with structural modifications of anti-cancer drug, monastrol, were synthesized and their interaction with epidermal growth factor receptor tyrosine kinase (EGFR-TK) was studied through molecular docking. The synthesization involved substituting the aromatic part derived from benzaldehyde derivatives with hydroxy, methoxy, and fluoro substituents. Furthermore, structural modifications in monastrol, including conversion of methyl group to trifluoromethyl group and replacement of oxygen atom with a sulfur atom, were made in this study. The compounds showed improved binding affinity and high gastrointestinal absorption compared to monastrol. Additionally, the study reported the single-crystal X-ray results of four derivatives.
STRUCTURAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Kris Antolinc, Helena Brodnik, Uros Groselj, Bogdan Stefane, Nejc Petek, Jurij Svete
Summary: Irradiation of mixtures of title diazonium salts and heteroarenes with green light (510 nm) in the presence of eosin Y disodium salt (EY-Na-2) as a photocatalyst furnishes the corresponding arylation products in 8-63% yields. This method has a broad substrate scope and serves as a metal-free alternative for the synthesis of 3-heteroaryl-substituted 4Hquinolizin-4-ones and azino-and azolo-fused pyrimidones with a bridgehead nitrogen atom.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Karel Pauk, Stanislav Lunak, Oldrich Machalicky, Franc Perdih, Jan Vynuchal, Zdenek Elias, Ales Imramovsky
Summary: Six symmetrical 3,6-diaryl furo[3,4-c]furanone derivatives were synthesized and their crystal structures were analyzed. The analysis revealed various centrosymmetrical slipped π-stack arrangements, which determined the solid-state fluorescence properties of the derivatives. The solution fluorescence was mainly determined by the position and number of methyl substituents on the phenyl rings. The solid-state fluorescence varied from yellow to red and was influenced by the slips in the π-stacks of the almost planar molecules.
Article
Chemistry, Organic
Luka Ciber, Helena Brodnik, Franc Pozgan, Jurij Svete, Bogdan Stefane, Uros Groselj
Summary: In this study, a monosubstituted benzene-1,2-diamine building block was prepared in two steps from commercially available compounds, and two new compounds were successfully synthesized.
Article
Chemistry, Physical
Praveena Rajendran, Parvathavarthini Murugaperumal, Gayathri Santhalingam, Sengottuvelan Nallathambi, Franc Perdih, Siva Ayyanar, Ashokkumar Balasubramaniem
Summary: This study synthesized two new imidazole based fluorescent chemosensors (1 and 2) and characterized them through various methods. These chemosensors showed selective and sensitive detection of Sn2+ and Cu2+ ions, and demonstrated fluorescence enhancement or quenching upon the addition of the ions. The chemosensors also exhibited cytotoxicity against A549 cells and could potentially be used as anticancer agents.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Parvathavarthini Murugaperumal, Praveena Rajendran, Sengottuvelan Nallathambi, Siva Ayyanar, Franc Perdih, Ashokkumar Balasubramaniem, Arun Alagarsamy
Summary: We synthesized a symmetrical N,N'-bis(3-(1H-imidazol-1-yl)propyl)oxalamide-based receptor OX(PID)(2) and characterized it using various physicochemical techniques. The receptor exhibited high selectivity and sensitivity towards Cu2+ and Fe3+ ions and showed cytotoxicity against MDA-MB-231 cells, suggesting its potential as an anticancer agent. The biological activities of the newly created oxalamide-based compounds were evaluated against pathogenic bacteria, showing moderate to good antibacterial activity.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
S. S. Wazalwar, A. R. Banpurkar, F. Perdih
Summary: Molecular docking and single crystal study of the azo dye (E)-1-(3-((4-chlorophenyl)diazenyl)-4-hydroxyphenyl)ethanone (3) were conducted. The compound was synthesized through diazotization of 4-chloroaniline followed by coupling with 4-hydroxyacetophenone. The molecule exhibited a nearly planar structure, with only slight deviations of the acetyl and azo groups from the plane of the C3-C8 phenyl ring. The compound showed good binding affinity towards six enzymes of the CYP450 family, with significant involvement of both nitrogens of the azo bond in bonding interactions with the proteins.
INDIAN JOURNAL OF CHEMISTRY
(2023)
