Article
Chemistry, Multidisciplinary
Wenjie Shi, Yangjian Quan, Guangxu Lan, Kaiyuan Ni, Yang Song, Xiaomin Jiang, Cheng Wang, Wenbin Lin
Summary: Tandem catalytic reactions using bifunctional metal-organic layers show high efficiency in transforming hydrocarbons into cyanohydrins or styrenes into styrene carbonates. These layers have the potential to be a tunable platform for incorporating multiple catalysts for tandem transformations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Applied
Lili Huang, Caicheng Song, Yingcen Liu, Hua Lin, Wanyue Ye, He Huang, Rongwen Lu, Shufen Zhang
Summary: This study investigates the enhanced catalytic esterification of hollow sulfonated mesoporous carbon spheres (HMCS-S) by modulating the molecular diffusion ability. By increasing pore size, especially for long-chain fatty acids (C-12), the catalytic activity of HMCS-S is improved. Results show that HMCS-S has a higher TOF value compared to sulfonated carbon with different morphologies, attributed to ideal molecular diffusion ability based on the texture and surface properties of HMCS-S.
MICROPOROUS AND MESOPOROUS MATERIALS
(2021)
Article
Chemistry, Organic
Daeil Bae, Jin Won Lee, Do Hyun Ryu
Summary: New bifunctional secondary amine organocatalysts derived from L-proline were synthesized and applied in enantioselective Michael reactions in water, yielding high product yields and stereoselectivity. Investigations on the effect of phenyl group at (R)-C6 in the catalyst were conducted, and the successful formal synthesis of a novel histamine H3 receptor agonist, Sch 50971, demonstrated the synthetic utility of this reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Engineering, Environmental
Ruizhuan Wang, Hao Qin, Zhen Song, Hongye Cheng, Lifang Chen, Zhiwen Qi
Summary: This study presents a rational approach for the selection of deep eutectic solvents (DES) in the synthesis of long-chain esters. Novel halogen-free DESs based on triazole and p-toluenesulfonic acid (PTSA) or benzenesulfonic acid (BSA) were prepared and characterized. Four dual solvent-catalysts were determined for esterification reactions with different ester carbon chain lengths. A rational DES selection strategy was formulated based on thermodynamic analysis and experimental results.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Physical
Qingqing Luo, Zhou Tian, Jie Tang, Jie Wang, Yin Tian, Cheng Peng, Gu Zhan, Bo Han
Summary: The study focuses on the design of bifunctional 4-pyrrolidinopyridines as Lewis base catalysts, which exhibited excellent efficiency and stereoselectivity in asymmetric cycloaddition reactions. The research provides strong support for the construction of chiral spiropyrazolone derivatives.
Article
Chemistry, Multidisciplinary
Qiang Deng, Rong Zhou, Yong-Chao Zhang, Xiang Li, Jiahui Li, Shaobo Tu, Guan Sheng, Jun Wang, Zheling Zeng, Tatchamapan Yoskamtorn, Shik Chi Edman Tsang
Summary: A series of partially oxidized MAX phase supported Pd catalysts showed excellent catalytic performance in the conversion of biomass-derived furfurals to ketones. Detailed studies revealed that in situ hydrogen spillover generates Frustrated Lewis H+-H- pairs, which play a crucial role in promoting selective C=O hydrogenation and ring opening reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Xinyue Hu, Long Chen, Hongye Li, Qifan Xu, Xiaohua Liu, Xiaoming Feng
Summary: Optically enriched Hantzsch dihydropyridines with different ester groups were obtained through asymmetric catalytic cascade reaction. Efficient N,N'-dioxide/NiII or NdIII complex catalysts yielded a variety of products including drugs like nitrendipine, nimodipine, and felodipine, in high yields (up to 99% yield) with excellent enantioselectivities (up to 99% ee). Two enantiomers of the products could be readily obtained via ester group exchange, and axial chiral 4-arylpyridines were also formed through oxidation.
Article
Energy & Fuels
Xiang Tan, Heng Zhang, Hu Li, Song Yang
Summary: By optimizing the combination of different material components, a composite catalyst HPW/UiO-66-NH2 with superior performance in esterification reactions was developed, showcasing the synergistic effect of the combined bifunctional acid species. The activation energy for the esterification reaction was determined to be 31.0 kJ/mol, and the bifunctional composite catalyst exhibited stability and high reusability during consecutive recycles.
Article
Engineering, Chemical
Hanshuo Sun, Zhaotong Qu, Jingtong Yu, Hongzhou Ma, Bingbing Li, De Sun, Yanxia Ge
Summary: A novel catalytic pervaporation membrane was fabricated for the synthesis of ethyl acetate, which exhibited high water flux and separation performance. The catalytic conversion rate and reusability of the membrane were greatly enhanced compared to ordinary catalytic reactions.
SEPARATION AND PURIFICATION TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Jacqkis Davis, Mojgan Gharaee, Chamini Karunaratne, Jose Cortes Vazquez, Mikayla Haynes, Weiwei Luo, Vladimir N. Nesterov, Thomas Cundari, Hong Wang
Summary: Cooperative enamine-metal Lewis acid catalysis is a powerful method for constructing carbon-carbon and carbon-heteroatom bonds. A concise synthetic method for asymmetric synthesis of chromans has been developed, yielding tricyclic chromans with three consecutive stereogenic centers in high yields and stereoselectivity. It is believed that the strong activation of salicylaldehydes through chelation to the metal Lewis acid and the bifunctional nature of the catalyst contribute to the high yields and enantioselectivity of the reaction.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Applied
Nemrud Demirel, Jie Qin, Sergei I. Ivlev, Klaus Harms, Eric Meggers
Summary: A method for the diastereoselective and enantioselective construction of 2,3-disubstituted 1,4-dicarbonyl compounds is reported in this study, utilizing Nishiyama's RuPhebox complex as a chiral Lewis acid catalyst to achieve stereocontrolled reaction of 2-acyl imidazoles.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Physical
Fan Lin, Yubing Lu, Kinga A. Unocic, Susan E. Habas, Michael B. Griffin, Joshua A. Schaidle, Harry M. Meyer, Yong Wang, Huamin Wang
Summary: The study provides a deep understanding of the impact of K on a bifunctional Pt/TiO2 catalyst, showing that at low K loadings, K preferentially poisons strong Lewis acid sites, significantly affecting acid-catalyzed alcohol dehydration, but less so acetone condensation. At high K loadings, K accumulates on the Pt-TiO2 interfacial area, poisoning active sites for HDO and CO oxidation reactions. It was found that the poisoning of the Pt/TiO2 catalyst by K is reversible, and water washing can successfully remove the accumulated K and recover the catalyst activities.
Article
Thermodynamics
Hao Wang, Heng Zhou, Qiong Yan, Xu Wu, Heng Zhang
Summary: This study successfully synthesized bifunctional acid superparamagnetic nanospheres and utilized them to convert high acid value Euphorbia lathyris L. oil into biodiesel. The research found that acid sites had important synergistic effects on the biodiesel yield, and the catalyst exhibited excellent stability and repeatability.
ENERGY CONVERSION AND MANAGEMENT
(2023)
Article
Chemistry, Organic
Alexey A. Kostenko, Kseniya A. Bykova, Alexander S. Kucherenko, Andrey N. Komogortsev, Boris Lichitsky, Sergei G. Zlotin
Summary: 2-Nitroallylic carbonates are a new class of green 1,3-bielectrophilic reagents for organic synthesis and catalysis. The asymmetric [3 + 3] annulations of cyclic enols with these reagents catalyzed by bifunctional tertiary amines are much faster and produce no acidic by-products poisoning the catalyst. Furthermore, these reagents enable highly enantioselective one-pot synthesis of fused dihydropyrane derivatives from available precursors bearing pharmacophoric fragments.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Applied
Maxim Smirnov, Alexander S. Kucherenko, Ilya D. Gridnev, Alexander A. Korlyukov, Sergei G. Zlotin
Summary: Biomass derived gamma-pyrone-2-carbaldehydes were used as a robust platform for carrying out organocatalytic asymmetric cross-aldol reactions with high yield and excellent stereoinduction. The origins of efficient stereoinduction were revealed by quantum-chemical calculations, and the products were successfully converted to synthetically useful chiral compounds.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Neurosciences
Thabat Khatib, Andrew Whiting, David R. Chisholm, Christopher Redfern, Berndt Mueller, Peter McCaffery
MOLECULAR NEUROBIOLOGY
(2019)
Article
Geochemistry & Geophysics
Diego D. Perera-Solis, Matilda Pimlott, Ella Fidment, Andrew Whiting, Hugh Christopher Greenwell
Article
Chemistry, Multidisciplinary
G. Manohara, Andrew Whiting, H. Chris Greenwell
Article
Chemistry, Organic
Benjamin Francois, Ludovic Eberlin, Fabienne Berree, Andrew Whiting, Bertrand Carboni
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Benjamin Francois, Ludovic Eberlin, Fabienne Berree, Andrew Whiting, Bertrand Carboni
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Review
Biochemistry & Molecular Biology
Jason Nicol Clark, Andrew Whiting, Peter McCaffery
EXPERT OPINION ON DRUG METABOLISM & TOXICOLOGY
(2020)
Article
Chemistry, Organic
Lei Zhao, Hongyi Yang, Ruikun Li, Ye Tao, Xiao-Feng Guo, Edward A. Anderson, Andrew Whiting, Na Wu
Summary: This study presents a new method for synthesizing sulfonamide-based ynamides and arylynamines in water using a quaternary ammonium salt as a surfactant, which is environmentally friendly and robust.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemical Research Methods
Charles W. E. Tomlinson, Katy A. S. Cornish, Andrew Whiting, Ehmke Pohl
Summary: This article presents crystal structures of cellular retinoic acid-binding proteins CRABPI and CRABPII in complex with fatty acids and synthetic retinoids, shedding light on how these compounds influence retinoid signaling pathways. These co-crystal structures demonstrate canonical binding behavior and suggest potential therapeutic implications in serious diseases, such as neurodegenerative disorders.
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Qi Zhang, Shouxin Liu, Xia Tian, Yidong Liu, Shiming Fan, Baibiao Huang, Andrew Whiting
Summary: A green and sustainable chlorination of aliphatic C-H bonds was reported in this study, utilizing visible light and nano-Cu@CuCl as co-catalysts without the need for a strong oxidant. The method was successfully applied to different alkylarene and cyclic hydrocarbons, showcasing excellent performance in the chlorination process.
Article
Chemistry, Multidisciplinary
Yihao Du, Ozlem Sari, Safiye S. Erdem, Andrew Whiting
Summary: The B,N-bifunctional catalyst homoboroproline has been successfully applied to catalytic asymmetric nitroalkene-Michael addition reactions with beta-nitrostyrene analogues, showing broad substrate tolerance, high conversions, and moderate to good asymmetric induction. The catalyst's efficiency is attributed to enamine formation of the secondary amine and intramolecular Lewis-acid chelation of the nitro function, leading to efficient and enantioselective catalysis through a proposed large 10-membered ring transition state, as supported by theoretical calculations.
HELVETICA CHIMICA ACTA
(2021)
Article
Chemistry, Physical
Alexandre S. Dumon, Henry S. Rzepa, Carla Alamillo-Ferrer, Jordi Bures, Richard Procter, Tom D. Sheppard, Andrew Whiting
Summary: This study evaluates the accuracy of predicting F-19 NMR chemical shifts using density-functional-theory (DFT) based procedures and identifies the best combination of methods and basis sets. The results can be used as a tool to characterize reaction intermediates and products, and aid in determining mechanistic pathways.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Chemistry, Multidisciplinary
Diego D. Perera-Solis, Vladimir L. Zholobenko, Andrew Whiting, Hugh Christopher Greenwell
Summary: This study investigated the ketonic decarboxylation of dodecanoic acid using MgO as a catalyst, showing that the ketone yield increases with reaction temperature. It was found that temperature is the main factor controlling the reaction yield, rather than surface area or particle size.
Meeting Abstract
Pharmacology & Pharmacy
Paul Chazot, Andrew Whiting, Olivia Escudier
BRITISH JOURNAL OF PHARMACOLOGY
(2021)
Article
Chemistry, Organic
David R. Chisholm, Joshua G. Hughes, Thomas S. Blacker, Rachel Humann, Candace Adams, Daniel Callaghan, Alba Pujol, Nicola K. Lembicz, Angus J. Bain, John M. Girkin, Carrie A. Ambler, Andrew Whiting
ORGANIC & BIOMOLECULAR CHEMISTRY
(2020)
Article
Chemistry, Analytical
Julia Gala de Pablo, David R. Chisholm, Carrie A. Ambler, Sally A. Peyman, Andrew Whiting, Stephen D. Evans
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)