Article
Chemistry, Organic
Haonan Zhou, Peihsuan Chuang, Leyan Xu, Qi Wu
Summary: Enzymatic reduction of diphenylmethanimine derivatives with steric hindrance was rarely reported. In this study, imine reductase (IRED) from Nocardia cyriacigeorgica was engineered with focused rational iterative site-specific mutagenesis (FRISM) strategy, resulting in two highly enantioselective IRED variants that could efficiently reduce N-cyclopropylmethyl-1-aryl-1-phenylmethylimines to bulky amine products with high yields and ee values (>99%). This work provides an effective method for constructing important pharmaceutical intermediates.
Article
Agricultural Engineering
Cong-Cong Tang, Xing-Ye Yao, Zheng-Shuo Zou, Ai -Juan Zhou, Wenzong Liu, Yong-Xiang Ren, Zhi-Hua Li, Aijie Wang, Zhang-Wei He
Summary: Alkaline pretreatment is a promising strategy for promoting anaerobic digestion of waste activated sludge. This study investigated the effects of metal ions on short chain fatty acid (SCFAs) production by selecting alkalis with different valence states. The results showed that Fe3+ and Al3+ performed better in enhancing SCFAs production. Mechanism analysis revealed that Fe3+ and Al3+ improved the first three stages but inhibited the methanogenesis stage.
BIORESOURCE TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Mithilesh Kumar Nayak, Pallavi Sarkar, Benedict J. Elvers, Sakshi Mehta, Fangyuan Zhang, Nicolas Chrysochos, Ivo Krummenacher, Thangavel Vijayakanth, Ramakirushnan Suriya Narayanan, Ramapada Dolai, Biswarup Roy, Vishal Malik, Hemant Rawat, Abhishake Mondal, Ramamoorthy Boomishankar, Swapan K. Pati, Holger Braunschweig, Carola Schulzke, Prince Ravat, Anukul Jana
Summary: In this study, a thermally stable dicationic diradical compound was synthesized and confirmed by EPR spectroscopy. The presence of the trans-1,4-cyclohexylene bridge was found to be essential for the successful isolation of this compound.
Article
Chemistry, Organic
Mamta Bhandari, Sandeep Rawat, Mandeep Kaur, Sanjay Singh
Summary: In this study, the catalytic activity of electronically unsaturated three coordinated aluminum hydride cations [LAlH](+)[HB(C6F5)(3)](-) (1) and [LAlH](+)[B(C6F5)(4)](-) (2) in the hydrosilylation of imines was investigated. Various organo-silanes were screened, and the amines were obtained in good to excellent yields. NMR analysis revealed the formation of Lewis adduct between the cationic aluminum center and the imine nitrogen, followed by reaction with silane to afford the product. However, the unique behavior of 1 was also observed, where the anion competes for hydride delivery and in-situ generates B(C6F5)(3) to reinforce the catalytic activity of 1.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Nicolas Adet, David Specklin, Christophe Gourlaouen, Thibault Damiens, Beatrice Jacques, Rudolf J. Wehmschulte, Samuel Dagorne
Summary: The synthesis of Zn[HexCB(11)Cl(11)](2), 3, using the hexyl-substituted anion showed high catalytic activity in hydrosilylation reactions, attributed to its high solution Lewis acidity. This compound exhibited facile displacement of counterions and was characterized through various techniques including NMR, mass spectrometry, and DFT studies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Anna Brol, Tomasz K. Olszewski
Summary: An effective protocol for the quaternization of simple 1-aminoalkylphosphonic acids under basic conditions using Me2SO4 as a convenient alkylating agent is reported. The reaction yields novel N,N,N-trialkyl-N-(1-phosphonoalkyl)ammonium salts with overall yields of up to 88%. The products are purified by simple crystallization to give stable solids.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Somaiah Almubayedh, James R. Green
Summary: The reactions mediated by SnCl4 can lead to the conversion of cross-conjugated aryl enynone and dienynone complexes, resulting in benzocycloheptynone or cycloheptenynone complexes under thermal conditions. The rate of ring closure is significantly influenced by the alpha-substituent of the ketone.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Biotechnology & Applied Microbiology
Wei Tang, Xinxing Wu, Caoxing Huang, Zhe Ling, Chenhuan Lai, Qiang Yong
Summary: The research found that humic acids (HA) negatively affected enzymatic hydrolysis efficiency in lignocellulose pretreatment, but introducing metallic cations (Fe3+) to associate with HA can improve enzymatic hydrolysis efficiency. This strategy provides an economically viable means for future biorefinery developments to produce valuable biochemicals, biofuels, and biomaterials.
BIOTECHNOLOGY FOR BIOFUELS
(2021)
Review
Chemistry, Organic
Rana Chatterjee, Swadhapriya Bhukta, Rambabu Dandela
Summary: Ionic liquids have shown great potential in organic transformations, serving as solvents, additives, or catalysts. Superbasic ionic liquids constructed from guanidine and amidine derivatives hold promise in accelerating various organic reactions due to their adjustable properties. These classic ionic liquids with high stability and novel properties have found applications in catalysis, electrochemistry, spectroscopy, and materials science, and have potential environmental impact. Notably, superionic liquids have been widely used in the chemical transformation of CO2. This review provides an overview of the organic syntheses promoted by superionic liquids in recent years.
CURRENT ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Jordana Benfica, Afonso C. Martins, German Perez-Sanchez, Nicolas Schaeffer, Joao A. P. Coutinho
Summary: The impact of sodium salt anions on the hydrotropic dissolution of syringic acid using an ionic liquid as a hydrotrope was studied. The presence of different sodium salts had different effects on the solubility of syringic acid, with Na[N(CN)2] increasing solubility and Na[SCN] decreasing solubility.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Physical
Jordana Benfica, Afonso C. Martins, German Perez-Sanchez, Nicolas Schaeffer, Joao A. P. Coutinho
Summary: The impact of sodium salt anions on the hydrotropic dissolution of syringic acid was studied. Different sodium salts were found to have opposite effects on the solubility, due to pH buffering and anion exchange.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Organic
Marina A. Borisova, Dmitry S. Ryabukhin, Alexander Yu Ivanov, Irina A. Boyarskaya, Dmitrii A. Shabalin, Lev E. Zelenkov, Elena Yu Schmidt, Boris A. Trofimov, Aleksander V. Vasilyev
Summary: 5-Hydroxy-1-pyrrolines react with arenes in TfOH or H2SO4 to afford 5-aryl-1-pyrrolines, and undergo dehydration in TfOH or H2SO4 to form N-protonated forms of 3H-pyrroles.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Lewis O'Shaughnessy, Charles Hutchinson, Adam Waldron, Kirsten E. Christensen, Mark G. Moloney
Summary: Bicyclic lactams can be synthesized from diethyl aminomalonate and substituted benzaldehydes through dimerized imidazolidine cycloadduct formation followed by Dieckmann ring closure. The resulting N,N-heterocycles exhibit metal-chelating properties but lack antibacterial activity.
Article
Chemistry, Multidisciplinary
Niklas Bormann, Jas S. Ward, Ann Kathrin Bergmann, Paula Wenz, Kari Rissanen, Yiwei Gong, Wolf-Benedikt Hatz, Alexander Burbaum, Florian F. Mulks
Summary: This study reports a scalable, convenient, and inexpensive synthesis of stable diiminium-based reagents and investigates their application in acylation reactions. The adducts formed by coordination with pyridine donors exhibit good Lewis acid properties, allowing efficient conversion of acyl esters to amides and imides.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Electrochemistry
Aleksandr Kiessling, Julie C. Fornaciari, Grace Anderson, Xiong Peng, Andreas Gerstmayr, Michael Gerhardt, Samuel McKinney, Alexey Serov, Adam Z. Weber, Yu Seung Kim, Barr Zulevi, Nemanja Danilovic
Summary: This study systematically investigated the effects of catholyte supporting electrolytes (SELs) on alkaline or hydroxide exchange membrane water electrolysis (HEMWE). It was found that hydration of the cathode can prevent membrane dehydration, and there is no correlation between cation type and cell potential. Cathodic carbonate SEL has a negative effect on cell performance, and increasing cation/OH ratio leads to higher cell potentials.
JOURNAL OF THE ELECTROCHEMICAL SOCIETY
(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.
