Article
Chemistry, Inorganic & Nuclear
Anupam Sarkar, Subhradeep Mistry, Saurav Bhattacharya, Srinivasan Natarajan
Summary: NewMOF compounds [Zn-2(SDBA)(3-ATZ)(2)]& BULL;solvent I and II were found to effectively convert benzaldehyde dimethyl acetal to 1-(1,3-dinitropropan-2-yl)benzene through a 4-step cascade reaction. This reaction utilized the tetrahedral Zn centers of the MOF compounds as Lewis acidic sites and the free amino groups of the 3-amino triazole ligand as strong Lewis base centers. The importance of spatially separated functional groups in multistep tandem catalysis was highlighted.
INORGANIC CHEMISTRY
(2023)
Article
Polymer Science
Mingshan Qin, Juan Gao, Dongwei Wei, Liuan Li, Cun Li, Linyan Yang
Summary: This paper synthesized and modified different UiO66 particles, showing high catalytic activity in the Knoevenagel reaction.
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS
(2022)
Article
Materials Science, Multidisciplinary
Shuai Pang, Daoling Peng, Yuwei Hao, Bo Song, Xiqi Zhang, Lei Jiang
Summary: Nanoconfinement effect has a significant impact on chemical reactivity. Chemists have designed various porous nanoconfined systems for catalyzing reactions, but achieving effective flow reactions under mild conditions remains challenging. In this study, multilayer aminated graphene oxide (GO-NH2) membranes were prepared to achieve rapid and efficient Knoevenagel condensation with directional flow. By reducing the interlayer spacing of GO-NH2 membranes, the conversion of the reaction increased, reaching nearly 100% at 22 degrees Celsius with a short reaction time when the interlayer spacing was 14.7 angstroms. Mechanistic studies showed that interlayer confinement enhanced the matching of reactants' frontier orbital symmetry. The characterization of catalysts and density functional theory calculation demonstrated that the delocalized pi electrons of graphitic domains on GO-NH2 could reduce the overall confined reaction energy level. This work provides insights for constructing artificial catalytic systems with high conversion under mild conditions.
Article
Chemistry, Physical
Kai Gong, Daquan Zhang, Yunyun Wang, Cunhao Li, Huimin Zhang, Haoran Li, Huiru Feng
Summary: Covalent organic frameworks (COFs) functionalized with biguanide can be designed and prepared through N-alkylation reaction, exhibiting a granular aggregate structure with high specific surface area. This biguanide-decorated DG-COF shows excellent performance as a highly efficient basic catalyst for Knoevenagel condensation and Knoevenagel-Michael-cyclocondensation reaction, with outstanding yields, short reaction times, and simple operational procedure. Furthermore, the catalytic performance of DG-COF remains stable even after eight regeneration cycles.
MOLECULAR CATALYSIS
(2021)
Article
Polymer Science
Metwally Madkour, Khaled D. Khalil, Fakhreia A. Al-Sagheer
Summary: Chitosan/magnesia hybrid films prepared via sol-gel process exhibit excellent catalytic activities in various reactions. The films are durable, insoluble in common organic solvents, and can be easily separated and recycled up to five times without significant loss of their catalytic activity.
Article
Chemistry, Applied
Tiago F. Machado, Artur J. M. Valente, M. Elisa Silva Serra, Dina Murtinho
Summary: Porous Organic Polymers (POPs) are versatile materials with high potential in organic catalysis. Nitrogen-rich POPs with -OH phenolic groups were synthesized under mild reaction conditions and showed excellent catalytic activity in metal-free Henry and Knoevenagel condensation reactions.
MICROPOROUS AND MESOPOROUS MATERIALS
(2023)
Review
Chemistry, Organic
Shivani Gulati, Stephy Elza John, Nagula Shankaraiah
Summary: Microwave-assisted multicomponent reactions have become a useful tool in the synthesis of biologically relevant heterocycles, with enhanced yield and efficiency, reduced reaction time, high selectivity, and simpler purification techniques, which can accelerate the drug discovery process. This review focuses on recent advances in MWA-MCRs and their mechanistic insights over the past decade, highlighting their advantages over conventional approaches.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Mikhail Yu Belikov, Angelina G. Milovidova, Mikhail Yu Ievlev
Summary: This study demonstrates the possibility of creating the first representative of a novel group of molecular switches that are sensitive to solvent, acid-base reagents, and temperature changes, based on the directionally synthesized 5-phenyl-1,3-dihydro-2H-pyrrol-2-one containing a buta-1,3-diene-1,1,3-tricarbonitrile acceptor. The obtained result reveals a new research direction in the field of multicolor reversibly tunable molecular systems sensitive to several factors.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Environmental Sciences
Bandameeda Ramesh Naidu, Jangam Lakshmidevi, Katta Venkateswarlu, Sivarama Krishna Lakkaboyana
Summary: This article describes the research on the synthesis of biologically important compounds and synthetically important olefins using water extract of tamarind seed ash as catalyst and aqueous reaction medium. The reactions are carried out under room temperature and without the use of toxic organic solvents. The utilization of solid organic waste-originated catalyst and aqueous media provides an effective solution to the circular economy and sustainable environment.
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
(2023)
Article
Chemistry, Physical
Hassan M. A. S. Hassan, Mosaed M. Alhumaimess, Mahmoud H. Kamel, Ibrahim I. Alsohaimi, Huda F. Aljaddua, Obaid Aldosari, Mohammad. S. Algamdi, Rasha M. K. Mohamed, M. R. El-Aassar
Summary: Metal-organic frameworks (MOFs) have unique characteristics that make them excellent candidates for catalysis purposes. This study presents a direct approach for integrating MOFs into nanofibers, resulting in enhanced catalytic performance in organic transformation reactions. The method is simple, low-cost, and offers an intriguing platform for tailoring MOF materials in the future.
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2022)
Article
Chemistry, Multidisciplinary
Shu-Rong Li, Feng-Di Ren, Lin Wang, Yu-Zhen Chen
Summary: Two bifunctional CdS-MOF composites were successfully designed and fabricated, exhibiting synergistic photocatalytic performance under visible light by combining the photooxidation activity of CdS and the Lewis acids/bases of the MOF. The effective electron transfer between the MOF and CdS further enhanced the photodegradation of dyes.
Article
Chemistry, Physical
Nitish Deshpande, Jee-Yee Chen, Takeshi Kobayashi, Eun Hyun Cho, Hannah Pineault, Li -Chiang Lin, Nicholas A. Brunelli
Summary: This study investigates the impact of micropores on the catalytic activity of aminosilica materials. By comparing materials with micropores and materials with negligible micropore volume, it is found that the materials with negligible micropore volume exhibit higher catalytic activity in a range of reactions.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Maruthupandi Mannarsamy, Muneshwar Nandeshwar, Gopendra Muduli, Ganesan Prabusankar
Summary: In this study, the synthesis of a novel cyclic zinc(II) complex and its application as a catalyst for condensation reactions and compound synthesis were reported. The complex showed excellent efficiency in catalyzing reactions and synthesizing compounds under mild reaction conditions.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Physical
Seila Martin-Garcia, Fernando Rubio-Marcos, Vanesa Calvino-Casilda
Summary: The preparation of heterogeneous catalysts is crucial for the development of environmentally friendly catalytic processes. In this study, a fast and green method was used to disperse cobalt oxide nanoparticles on micro-sized supports of zinc oxide and activated carbon. The reaction between these materials at room temperature resulted in the formation of different interfaces, leading to unique catalytic properties. The results demonstrate that controlling the interfaces is a feasible way to achieve control in catalytic reactions. This is particularly important for the formation of important intermediates and final products in organic synthesis.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Rupesh C. Patil, Dnyandev N. Zambare, Shashikant A. Damate, Ashutosh A. Jagdale, Snehali R. Mali, Sachinkumar K. Shinde, Suresh S. Patil
Summary: This study reports the use of Chickpea leaf exudates (CLE) as a naturally sourced biosurfactant for the green and efficient Knoevenagel-Michael addition reaction. The use of CLE led to significant improvements in molar efficiency compared to standard protocols, making it an environmentally friendly and economically viable option.
RESEARCH ON CHEMICAL INTERMEDIATES
(2022)
Article
Chemistry, Organic
Kai Hillrichs, Jan C. Namyslo, Felix Lederle, Eike G. Hubner, Andreas Schmidt
Summary: In this study, eight mesoionic pyrazolium-4-aminides were synthesized from 4-nitropyrazole through a six-step reaction sequence. The final step involved the deprotonation of 1,2-disubstituted 4-amido-1H-pyrazolium salts using an anion exchange resin in its hydroxide form. The study also revealed the tautomeric equilibrium between the mesoionic compounds and N-heterocyclic carbenes, as well as the possibility of anionic N-heterocyclic carbenes formation through deprotonation.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Kristina Sorochkina, Konstantin Chernichenko, Vladimir V. Zhivonitko, Martin Nieger, Timo Repo
Summary: Ortho-phenylene-bridged phosphinoborane (2,6-Cl2Ph)(2)B-C6H4-PCy2 1 can react reversibly with H-2 or H2O, even in the presence of multiple equivalents of water. Addition of parahydrogen to 1 leads to nuclear spin hyperpolarization, confirming the dissociation of 1-H2O to free 1. Computational studies support that the formation of 1-H-2 and 1-H2O from 1 is thermodynamically favored. Unexpectedly, 1-H2O can release molecular hydrogen to form phosphine oxide 1-O, revealing a unique umpolung water reduction mechanism.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Sara M. Mostafa, Ashraf A. Aly, Stefan Brase, Martin Nieger, Asmaa H. Mohamed
Summary: This study reports a new method for the synthesis of a series of hydrazono bis-4-oxothiazolidines by reacting (hydrazinecarbonothioyl)hydrazinecarbothioamides with dimethyl acetylenedicarboxylate in ethanol. The products were obtained in good yields and their structures were confirmed using various spectroscopic techniques and elemental analyses. The structure of the products was also verified using single-crystal X-ray structure analysis. The possible mechanism for the reaction was discussed.
JOURNAL OF SULFUR CHEMISTRY
(2022)
Article
Chemistry, Organic
Yurii Ostapiuk, Oksana Barabash, Mary Y. Ostapiuk, Evgeny Goreshnik, Mykola D. Obushak, Andreas Schmidt
Summary: In this study, a series of organic compounds containing functional groups such as thiocyanate and thiazolone were prepared via reactions catalyzed by copper(II), and the reaction processes and yields were detailed. The first representatives of a new heterocyclic system were also reported.
Article
Chemistry, Organic
Sven Nagorny, Thea Weingartz, Jan C. Namyslo, Joerg Adams, Andreas Schmidt
Summary: A series of photochromic compounds with perfluorocyclopentene backbones were synthesized, and a linear free energy relationship was validated by comparing experimental measurements with calculated values. The research findings are of significant importance for understanding and applying in related fields.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xujun Qiu, Julian Brueckel, Christoph Zippel, Martin Nieger, Frank Biedermann, Stefan Braese
Summary: In this article, a multifunctionalisable aryl azide, tris(4-azidophenyl)methanol, is reported. It can be used as a protecting group for thiols in peptoid synthesis and can be cleaved under mild reaction conditions via a Staudinger reduction. Additionally, the easily accessible aryl azide can be functionalised through copper-catalysed cycloaddition reactions, offering more possibilities for materials chemistry applications.
Article
Chemistry, Organic
Sebastian Mummel, Felix Lederle, Eike G. Huebner, Jan C. Namyslo, Martin Nieger, Andreas Schmidt
Summary: Sydnone methides are a class of mesoionic compounds with exocyclic carbon substituents. In this study, new sydnone methides were prepared and characterized. They can be represented by mesomeric structures with exocyclic carbanionic groups or with exocyclic C=C double bonds as a common feature.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Nanoscience & Nanotechnology
Parul Jain, Claudia Geisler, Dennis Leitz, Viktor Udachin, Sven Nagorny, Thea Weingartz, Jorg Adams, Andreas Schmidt, Christian Rembe, Alexander Egner
Summary: In recent years, fluorescence microscopy has been revolutionized, enabling resolution down to the molecular scale. However, the application of super-resolution fluorescence microscopy to reflection microscopy has not been experimentally demonstrated. This study presents the first evidence that it is indeed possible and achieved a 2.4-fold resolution enhancement over the diffraction limit.
ACS NANOSCIENCE AU
(2023)
Article
Chemistry, Physical
Jere K. Mannisto, Ljiljana Pavlovic, Johannes Heikkinen, Tony Tiainen, Aleksi Sahari, Norbert M. Maier, Kari Rissanen, Martin Nieger, Kathrin H. Hopmann, Timo Repo
Summary: We developed a mildsuperbase-catalyzed carboxylation method for the synthesis of drug-like O-alkyl carbamates. Our mechanistic study reveals that when superbases interact with indoles and azoles, uncharged hydrogen-bonded complexes are formed instead of ionic salts. These complexes can be converted into carbamate salts upon exposure to CO2. The carbamate salts can be further classified into stable and fluxional types, with the latter being poor substrates for alkylation. We also identified the substrate-specific factors responsible for the fluxional behavior and proposed strategies to stabilize the carbamate salts for efficient alkylation.
Article
Chemistry, Medicinal
Lamya H. Al-Wahaibi, Essmat M. El-Sheref, Alaa A. Hassan, S. Braese, M. Nieger, Bahaa G. M. Youssif, Mahmoud A. A. Ibrahim, Hendawy N. Tawfeek
Summary: 2,3,4-trisubstituted thiazoles 3a-i were successfully synthesized and their structures were determined. These compounds showed excellent antiproliferative activity without exhibiting cytotoxicity. The most potent derivatives, compounds 3a, 3c, 3d, and 3f, demonstrated strong antiproliferative activity against human cancer cell lines and also exhibited potent inhibition against EGFR and BRAF(V600E).
Article
Chemistry, Multidisciplinary
Thea Weingartz, Sven Nagorny, Jorg Adams, Andre Eitzeroth, Marvin Schewe, Christian Rembe, Andreas Schmidt
Summary: We synthesized and studied a series of bis(thienyl)ethenes (BTEs) with perfluorocyclopentene backbones and methoxymethyl groups at the 2/2' positions of the thiophenes. The substitution pattern at the 5/5' positions was varied from electron-donating to electron-withdrawing. By studying the effects of the substituents on the absorption wavelengths of the ring-opened and ring-closed isomers, we found excellent correlations using the spectroscopic Hammett equation and the Hammett-Brown equation, which took direct conjugation into account. We also investigated the solvent effects on the spectroscopic properties and tested the fatigue resistance of the BTEs embedded in PMMA coatings.
Article
Chemistry, Multidisciplinary
Sophie Acker, Jan C. Namyslo, Martin Rudolph, Franziska Strube, Ursula E. A. Fittschen, Hao Qiu, Daniel Goldmann, Andreas Schmidt
Summary: Imidazolium salts with amphiphilic side chains and hydrophobic groups were synthesized and used as starting materials for the preparation of imidazole-2-thiones and imidazole-2-selenones. Flotation experiments showed that these compounds are suitable collectors for lithium recovery from lithium aluminate and spodumene, with recovery rates up to 88.9% when using imidazole-2-thione as collector.
Article
Chemistry, Organic
Oksana V. Barabash, Yurii V. Ostapiuk, Mary Y. Ostapiuk, Colin Herzberger, Mykola Kravets, Andreas Schmidt
Summary: An efficient protocol for the synthesis of fluorescent 4-amino-1,3'-bipyrazoles, which are highly functionalized, is described. The synthesis involves a two-step strategy, which includes an azo coupling reaction followed by a cyclisation reaction.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Materials Science, Multidisciplinary
Sven Nagorny, Marvin Schewe, Thea Weingartz, Andre Eitzeroth, Jorg Adams, Christian Rembe, Andreas Schmidt
Summary: In this study, a series of photochromic compounds were prepared for absorption modulation layers in nanoscale imaging. The spectroscopic characteristics and stability in PMMA films were investigated. The results showed that the stability of the compounds in films differed from that in solution.
MATERIALS ADVANCES
(2023)
Article
Chemistry, Inorganic & Nuclear
Mario Cicac-Hudi, Manuel Kaaz, Nicholas Birchall, Martin Nieger, Dietrich Gudat
Summary: In this study, a neutral analogue of a phosphamethine cyanine cation was obtained by reacting an imidazolio-phosphide with an N-heterocyclic bromo-borane and NaH. DFT studies revealed the presence of dative bonding across P-C/B bonds and indicated that the observed conformation is dictated by sterics.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.