Article
Chemistry, Multidisciplinary
Craig S. S. Day, Stephanie J. J. Ton, Clemens Kaussler, Daniel Vronning Hoffmann, Troels Skrydstrup
Summary: Here, a methodology for accessing isotopically labeled esters and amides from carbonates and carbamates utilizing an oxygen deletion strategy is reported. The methodology employs a decarboxylative carbonylation approach using C-12 or C-13 carbon monoxide generated ex situ in near stoichiometric amounts for isotope labeling. The reaction demonstrates a broad scope, functional group tolerance, and high yields, exemplified by the synthesis of structurally complex molecules. Additionally, a complementary method for the catalytic in situ generation of CO from CO2 liberated during decarboxylation is developed as a proof-of-concept approach for converting CO2-derived compounds to CO-containing frameworks. Mechanistic studies provide insights into the catalytic steps and the impact of ligand choice for overcoming challenges in low-pressure carbonylation methodologies, aiding the development of future methodologies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Guilherme L. P. Aydos, Graciane Marin, Guenter Ebeling, Francisco P. dos Santos, Barbara C. Leal, Rafael D. Zink, Brenda A. Vargas, Pedro Migowski, Rafael Stieler, Bruno B. de Araujo, Paulo Goncalves, Hubert K. Stassen, Leonardo dos Santos Pereira, Ana Paula Musse, Jairton Dupont
Summary: The covalent attachment of 3- or 4-hydroxy benzene to the 1,3-dimethylimidazolium cation results in zwitterions, which can chemisorb and physisorb carbon dioxide in aqueous solutions. These zwitterionic solutions have low enthalpy of absorption, high adsorption capacity, and can be recycled multiple times.
Article
Chemistry, Multidisciplinary
Lu Wang, Fuxing Shi, Chaorong Qi, Wenjie Xu, Wenfang Xiong, Bangxiong Kang, Huanfeng Jiang
Summary: The study presents a stereodivergent synthesis of beta-iodoenol carbamates through a photocatalytic three-component coupling, demonstrating the potential synthetic utility and practicality of the method. Additionally, this strategy could provide a general method for stereodivergent construction of trisubstituted alkenes, representing a fascinating challenge in the field of organic chemistry research.
Article
Multidisciplinary Sciences
Guo-Quan Sun, Wei Zhang, Li-Li Liao, Li Li, Zi-Hao Nie, Jin-Gui Wu, Zhen Zhang, Da-Gang Yu
Summary: In this study, the authors successfully transformed unactivated aryl and alkyl (pseudo)halides into carboxylic acids using nickel catalysis and electricity, with atmospheric CO2 as the carbon source. This sustainable and economic strategy features mild conditions, inexpensive catalyst, and a broad substrate scope, avoiding the use of sacrificial electrodes. The reaction mechanism involves oxidative addition of aryl halides to Ni(0) complex, reduction of aryl-Ni(II) adduct to Ni(I) species, and carboxylation with CO2.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Victor Babin, Alex Talbot, Alexandre Labiche, Gianluca Destro, Antonio Del Vecchio, Charles S. Elmore, Frederic Taran, Antoine Sallustrau, Davide Audisio
Summary: A photocatalytic approach for carbon isotope exchange using [C-13]CO2 and [C-14]CO2 without the need for structural modifications. The mild conditions required for this traceless transformation contrast with previous harsh thermal methods.
Article
Chemistry, Multidisciplinary
Katsuhiko Takeuchi, Ming-Yu Chen, Hao-Yu Yuan, Hiroki Koizumi, Kazuhiro Matsumoto, Norihisa Fukaya, Yoong-Kee Choe, Shinji Shigeyasu, Seiji Matsumoto, Satoshi Hamura, Jun-Chul Choi
Summary: The study successfully isolated and characterized a zinc carbamate complex and proposed an improved catalytic system that can efficiently synthesize various carbamates, including industrially important polyurethane raw materials, using CO2 under atmospheric pressure.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Chemistry, Applied
Lu Wang, Chaorong Qi, Wenfang Xiong, Huanfeng Jiang
Summary: Carbon dioxide (CO2) is not only the main greenhouse gas but also an ideal C1 feedstock in organic synthesis. The synthesis of organic carbamates using CO2 as a phosgene alternative has received extensive attention. This review summarizes the recent advances in the synthesis of organic carbamates from CO2 using different multicomponent reaction strategies and presents future perspectives and challenges.
CHINESE JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Physical
Jiamin Zhou, Shengwen Yang, Weihao Wan, Limin Chen, Jinzhu Chen
Summary: As an important defect, oxygen vacancy (OV) on the surface of transition metal oxides can serve as a catalytic reactive site for various reactions. In this study, a Cu-doped Co3O4 catalyst with abundant surface OV was developed for efficient and quantitative transformations of CO2, primary amines, and propargyl alcohols to oxazolidinones under mild reaction conditions. The presence of Cu species in Cu/Co3O4 enhanced the activation of propargyl alcohol, increased the surface OV concentration for CO2 activation, and improved the surface acidity, leading to the promotion of the rate-determining step in CO2-to-oxazolidinone transformation.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Inorganic & Nuclear
Deborah Hartmann, Taddaeus Strunden, Lutz Greb
Summary: Treatment of Si(cat(Cl))(2)(MeCN)(2) with TMP or hppH and CO2 forms silicon carbamates. The hapticity at silicon and reactivity of the carbamates are determined by the Lewis base used. Treatment of the carbamates with a Bronsted acid liberates CO2 and reactivates the superacidic behavior.
INORGANIC CHEMISTRY
(2022)
Article
Ecology
Sian Kou-Giesbrecht, Jennifer L. Funk, Steven S. Perakis, Amelia A. Wolf, Duncan N. L. Menge
Summary: The study showed that nitrogen-fixing trees initially mitigated climate change more effectively than non-fixing trees, but under higher nitrogen supply, nitrogen-fixing trees ultimately mitigated climate change less effectively than non-fixing trees.
Article
Chemistry, Inorganic & Nuclear
Wenhao He, Xinli Liu, Dongmei Cui
Summary: In this study, heteroscorpionate zinc hydride complexes and magnesium hydride complexes were synthesized and evaluated for the catalytic hydroboration of CO2. It was found that zinc-based complexes exhibited higher activity and selectivity compared to magnesium-based complexes.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Yanhui Guo, Li Wei, Zhonglin Wen, Huanfeng Jiang, Chaorong Qi
Summary: An efficient photoredox-catalyzed three-component coupling reaction of aryl sulfonium salts, carbon dioxide and amines has been developed for the first time. This synthesis provides a new strategy for the preparation of valuable O-aryl carbamates from readily available arenes. The method demonstrates mild conditions, a broad substrate scope and good functional group tolerance, making it useful for late-stage modification of bioactive molecules and pharmaceuticals.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Lu Wang, Pan Wang, Tianzuo Guo, Wenfang Xiong, Bangxiong Kang, Chaorong Qi, Gen Luo, Yi Luo, Huanfeng Jiang
Summary: A copper-catalyzed four-component reaction has been developed for the efficient synthesis of a range of stereodefined (Z)-enol carbamates, utilizing easily available starting materials and a cheap catalyst. The transformation demonstrates high stereoselectivity, good functional group tolerance, and a broad substrate scope, with mechanistic aspects elucidated through control experiments and density functional theory calculations.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Biochemistry & Molecular Biology
Chun Sing Lau, Adam Dowle, Gavin H. Thomas, Philipp Girr, Luke C. M. Mackinder
Summary: Researchers have developed a proximity labeling technique using TurboID to identify the protein composition of a crucial organelle in Chlamydomonas reinhardtii called the pyrenoid. The resulting high-confidence proteome revealed new insights into the role of the pyrenoid in RNA-associated processes and redox-sensitive iron-sulfur cluster metabolism.
Article
Chemistry, Multidisciplinary
Shi-Ming Li, Yi Shi, Jing-Jie Zhang, Ying Wang, Huan Wang, Jia-Xing Lu
Summary: Utilizing electrocatalytic reduction of CO2 to synthesize carbamates is an effective method of CO2 utilization. Developing high-performance electrocatalysts can efficiently promote this process for sustainable development. Single-atom catalysts, like the atomically dispersed Cu species on N-doped carbon nanosheet composite material (Cu-N-C), show potential to enhance the reaction process. The Cu-N-C material exhibits superior catalytic performance in synthesizing methyl N-phenylcarbamate, with an optimized yield of 71% at room temperature and normal pressure. It also demonstrates good stability after repeated use and broad applicability to convert various amines into carbamates smoothly.
Article
Energy & Fuels
Gisele A. dos Reis Benatto, Michael Corazza, Berenger Roth, Franz Schuette, Markus Rengenstein, Suren A. Gevorgyan, Frederik C. Krebs
Article
Chemistry, Multidisciplinary
Lea Hildebrandt Rossander, Henrik Friis Dam, Jon Eggert Carle, Martin Helgesen, Ivan Rajkovic, Michael Corazza, Frederik Christian Krebs, Jens Wenzel Andreasen
ENERGY & ENVIRONMENTAL SCIENCE
(2017)
Review
Physics, Applied
Suren A. Gevorgyan, Ilona Maria Heckler, Eva Bundgaard, Michael Corazza, Markus Hosel, Roar R. Sondergaard, Gisele Alves dos Reis Benatto, Mikkel Jorgensen, Frederik C. Krebs
JOURNAL OF PHYSICS D-APPLIED PHYSICS
(2017)
Article
Multidisciplinary Sciences
Francesco Pastorelli, Nicolo Accanto, Mikkel Jorgensen, Niek F. van Hulst, Frederik C. Krebs
SCIENTIFIC REPORTS
(2017)
Correction
Energy & Fuels
Marios D. Chatzisideris, Alexis Laurent, Georgios C. Christoforidis, Frederik C. Krebs
Article
Energy & Fuels
B. Arredondo, B. Romero, M. J. Beliatis, G. del Pozo, D. Martin-Martin, J. C. Blakesley, G. Dibb, F. C. Krebs, S. A. Gevorgyan, F. A. Castro
SOLAR ENERGY MATERIALS AND SOLAR CELLS
(2018)
Article
Energy & Fuels
Hande Unay, Gisele A. dos Reis Benatto, Michail J. Beliatis, Suren A. Gevorgyan, Pelin Kavak, Sema Memis, Ali Cirpan, Levent Toppare, Elif Alturk Parlak, Frederik C. Krebs
SOLAR ENERGY MATERIALS AND SOLAR CELLS
(2018)
Article
Energy & Fuels
Mickey Finn, Christian James Martens, Aliaksandr V. Zaretski, Berenger Roth, Roar R. Sondergaard, Frederik C. Krebs, Darren J. Lipomi
SOLAR ENERGY MATERIALS AND SOLAR CELLS
(2018)
Article
Engineering, Electrical & Electronic
M. Buonomo, L. Torto, M. Barbato, N. Wrachien, A. Rizzo, S. A. Gevorgyan, F. C. Krebs, A. Cester
MICROELECTRONICS RELIABILITY
(2018)
Article
Energy & Fuels
Marios D. Chatzisideris, Pernille K. Ohms, Nieves Espinosa, Frederik C. Krebs, Alexis Laurent
Article
Chemistry, Physical
Antonio Rizzo, Andrea Cester, Morten V. Madsen, Frederik C. Krebs, Suren A. Gevorgyan
Review
Chemistry, Physical
Jon E. Carle, Martin Helgesen, Ole Hagemann, Markus Hosel, Ilona M. Heckler, Eva Bundgaard, Suren A. Gevorgyan, Roar R. Sondergaard, Mikkel Jorgensen, Rafael Garcia-Valverde, Samir Chaouki-Almagro, Jose A. Villarejo, Frederik C. Krebs
Article
Energy & Fuels
Marios D. Chatzisideris, Alexis Laurent, Georgios C. Christoforidis, Frederik C. Krebs
Article
Materials Science, Multidisciplinary
Gisele A. dos Reis Benatto, Nieves Espinosa, Frederik C. Krebs
ADVANCED ENGINEERING MATERIALS
(2017)
Article
Engineering, Industrial
Marios D. Chatzisideris, Alexis Laurent, Michael Z. Hauschild, Frederik C. Krebs
CIRP ANNALS-MANUFACTURING TECHNOLOGY
(2017)