Article
Chemistry, Organic
Roxana Postolache, Juana M. Perez, Marta Castineira Reis, Luo Ge, Esther G. Sinnema, Syuzanna R. Harutyunyan
Summary: In this study, catalytic asymmetric hydrophosphination of α,β-unsaturated carbonyl derivatives using a chiral Mn(I) complex as a catalyst is reported. Various phosphine-containing chiral products can be obtained through H-P bond activation via hydrophosphination of different ketone, ester, and carboxamide-based Michael acceptors.
Article
Chemistry, Multidisciplinary
Hang Hu, Muhammad Akif Ramzan, Raphael Wischert, Francois Jerome, Carine Michel, Karine de Oliveira Vigier, Marc Pera-Titus
Summary: The direct amination of biomass-derived isohexides over a Ru/C catalyst showed that the presence of hydrogen gas (H-2) and ammonia gas (NH3) played important roles in the selectivity of isohexide conversion to diamines and aminoalcohols. Isohexides with an exo-OH group formed aminoalcohols, while isohexides with two endo-OH groups produced a moderate yield of diamines due to higher reactivity. The adsorption of NH3 on the catalyst strongly suppressed isomerization of isohexides and discouraged the formation of byproducts promoted by H-2.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Organic
Pep Rojo, Antoni Riera, Xavier Verdaguer
Summary: The efficient electrophilic P-stereogenic transfer reagent BOM-tert-butylmethylphosphinite borane was used for the synthesis of bulky tertiary phosphines with high stereospecificity in a one-pot deprotection/substitution reaction. A wide range of tertiary phosphines in excellent enantiomeric excess was synthesized using this method, including a bulky P-stereogenic BisP* ligand analogue.
Article
Chemistry, Physical
Maximilian Menche, Philippe Klein, Marko Hermsen, Robert Konrath, Tamal Ghosh, Jedrzej Wysocki, Martin Ernst, A. Stephen K. Hashmi, Ansgar Schaefer, Peter Comba, Thomas Schaub
Summary: The influence of the ligand backbone on the enantioselectivity in the ruthenium-catalyzed direct asymmetric reductive amination was studied. It was found that using ligands with a larger bite angle could significantly increase the enantioselectivity. However, despite various attempts, increasing the enantioselectivity was not possible with larger ligand backbones.
Article
Chemistry, Multidisciplinary
Conor L. Oates, Alister S. Goodfellow, Michael Buehl, Matthew L. Clarke
Summary: A manganese catalyst with a P,N,N ligand that coordinates to the face of the metal catalyzes the hydrogenation of imines derived from indanone derivatives with high enantioselectivity. The generation of imines does not require an activating group and can be done in situ. The selectivity can be explained by DFT calculations.
Article
Chemistry, Organic
Sudhamoyee Kataky, Pikumoni Boruah, Ashim J. Thakur
Summary: This paper describes a protocol for the selective formation of C-N bonds using Cu(OTf)2 as a catalyst with heterocyclic thiones. The reaction occurs preferentially at the nitrogen center, leading to C-N bond formation. Water is the only by-product, making the reaction environmentally friendly. The reaction is additive, ligand, and inert atmosphere free, and shows good tolerance towards a variety of alcohols and thiotetrazole derivatives, highlighting its potential application in the synthetic industry.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Nikolai A. Sitte, Francesca Ghiringhelli, Grigory A. Shevchenko, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub
Summary: A copper(I)/phosphine system that catalyzes the alkynylation of formaldehyde with acetylene or terminal alkynes is reported. The catalyst consisting of <1 mol% copper(I) phenylacetylide and a trialkyl bisphosphine ligand shows high selectivity towards the formation of propargyl alcohol. The biphasic water/toluene reaction mixture allows for the separation of targeted products and catalyst recycling.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Shuang-Shuang Ma, Rui Sun, Zi-Heng Zhang, Zheng-Kun Yu, Bao-Hua Xu
Summary: The alkylation of nitroarenes with alkanols catalyzed by a phosphinesulfonate chelated ruthenium complex [Ru-1] exhibits diverse reactivity and chemoselectivity depending on the acidic-basic conditions. This catalyst can promote the formation of secondary and tertiary anilines under neutral or acidic conditions, while enabling N-monoalkylation of nitroarenes with primary alkanols under alkaline conditions through a concerted approach. Mechanistic studies showed that the O-H activation of alkanols assisted by the sulfonate ligand is crucial in the novel reactivity observed under alkaline-free conditions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Rajesh K. Jena, Mahesh Samanta, Mohan C. Sau, Sonali Panda, Braja N. Patra, Manish Bhattacharjee
Summary: A complex ruthenium compound has been synthesized and characterized, which exhibits high efficiency as a catalyst in carbon-carbon bond formation reactions. The use of specific additives can increase selectivity and prevent the generation of unwanted side products.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Applied
Vitor Rosa, Helena Laronha, Clara S. B. Gomes, Cristina M. Cordas, Joao Brinco, Flavia Freitas, Marco D. R. Gomes da Silva, Teresa Aviles
Summary: A new neutral dimeric Ar-BIAN Cu(I) complex was synthesized and its structure and electrochemical properties were studied. The complex exhibited good catalytic activity in the oxidation of benzylic alcohols. Rating: 8 points
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Tran Quang Hung, Bao Chi Quang Nguyen, Ban Van Phuc, Tien Dat Dang Van, Chu Mai Trang, Quang Thi Kim Anh, Dang Van Do, Hien Nguyen, Quoc Anh Ngo, Tuan Thanh Dang
Summary: A series of 5H-thiazolo[2 ',3 ':2,3]imidazo[4,5-b]indole and 11H-benzo[4 ',5 ']thiazolo[2 ',3 ':2,3]imidazo[4,5-b]indole derivatives were successfully prepared with high yields through a two-fold Cu-catalysed C-N coupling reaction.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Physical
Miroslav Dangalov, Adolfo Fernandez-Figueiras, Martin A. Ravutsov, Ekaterina Vakarelska, Maya K. Marinova, Nuno R. Candeias, Svilen P. Simeonov
Summary: A Ru-catalyzed isomerization reaction of Achmatowicz derivatives is reported, providing unexplored routes for diversification of the biogenic furanic platform. Mechanistic insights were studied using computational and deuterium labeling techniques. This transformation proved to be a robust tool for the synthesis of bioderived monomers and 4-keto-o-valerolactones, enabling the flexible synthesis of acetogenins. Additionally, a concise and protective group-free asymmetric total synthesis of two natural products, (S,S)-muricatacin and (S,S)-L-factor, is described.
Article
Chemistry, Inorganic & Nuclear
Meenaxi Saini, Tia E. Keyes
Summary: Pt1 selectively emits luminescence when binding to G-quadruplex rather than duplex DNA, with enhanced effect on parallel and hybrid G-quadruplex structures. The kinetics of binding are studied for c-myc and the response is partially reversible in a displacement assay.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Dmitry I. Pavlov, Denis G. Samsonenko, Laura Bonfili, Massimiliano Cuccioloni, Enrico Benassi, Riccardo Pettinari, Andrei S. Potapov, Vladislava V. Matveevskaya
Summary: Six new arene-ruthenium(II) complexes with different arene and oxime ligands were synthesized and characterized. The complexes exhibited a half-sandwich piano-stool geometry and showed promising anti-proliferative activity.
INORGANICA CHIMICA ACTA
(2022)
Article
Chemistry, Multidisciplinary
Soshi Nishino, Yuji Nishii, Koji Hirano
Summary: A copper-catalyzed reaction has been developed for the regio- and diastereoselective borylamination of alpha,beta-unsaturated esters with B(2)pin(2) and hydroxylamines. The reaction delivers acyclic beta-boryl-alpha-amino acid derivatives with high anti-diastereoselectivity, which is difficult to achieve using established methods. Furthermore, the use of a chiral phosphoramidite ligand allows for the enantioselective synthesis of optically active beta-borylated alpha-amino acids. The resulting products can be further transformed into beta-functionalized alpha-amino acids, which are of great interest in medicinal chemistry.
Editorial Material
Chemistry, Medicinal
Eiji Yashima, Katsuhiro Maeda, Oliver Trapp, Nina Berova, Simona Collina, Gennaro Pescitelli
Editorial Material
Chemistry, Medicinal
Laure Guy, Reiko Oda, Narcis Avarvari, Jeanne Crassous, Nina Berova, Gennaro Pescitelli, Oliver Trapp, Simona Collina
Review
Chemistry, Medicinal
Gloria Betzenbichler, Laura Huber, Sabrina Kraeh, Marie-Louise K. Morkos, Alexander F. Siegle, Oliver Trapp
Summary: Chiral compounds are crucial in biochemical processes, chiroptical materials, and pharmaceuticals. The analysis and separation of chiral compounds are of great significance in scientific, industrial, and economic fields. Chiral gas chromatography and high-performance liquid chromatography have played a vital role in asymmetric synthesis and catalysis in diverse fields of chemistry.
Article
Chemistry, Medicinal
Stefanie Auras, Oliver Trapp
Summary: Chiral compounds with a 1,2-diamine structure motif and their derivatives are widely studied and have various applications in organic chemistry, particularly in asymmetric transformations. In this study, a simple and diastereoselective synthesis for a diamide-bridged biaryl ligand is presented. The resulting ligand showed high diastereomeric and enantiomeric purity, as confirmed by NMR spectroscopy and DFT calculations. This research is significant for the utilization and further development of chiral compounds.
Article
Biology
Klaus Paschek, Kai Kohler, Ben K. D. Pearce, Kevin Lange, Thomas K. Henning, Oliver Trapp, Ralph E. Pudritz, Dmitry A. Semenov
Summary: The origin of life on early Earth might be closely related to the formation of ribose in carbonaceous chondrites, which is a crucial component of the RNA world. Through laboratory experiments and theoretical calculations, researchers found that the aqueous formose reaction could produce a significant amount of ribose in carbonaceous chondrites. This discovery sheds light on the possible synthesis of life-building blocks on Earth.
Article
Chemistry, Physical
Sabrina Kraeh, Iris Kachel, Oliver Trapp
Summary: Palladium-catalyzed cross-coupling reactions are efficient methods for organic synthesis, but heteroatom-containing compounds often complicate these reactions. This study introduces a highly active phosphine ligand that enables excellent yields in C-N coupling reactions at ambient temperature. The unique structure of the ligand, incorporating a silicon atom and a cyclohexane moiety, results in electron-rich properties. This ligand facilitates a broad range of coupling reactions under mild conditions in palladium catalysis.
Article
Chemistry, Organic
Jan-Michael Menke, Oliver Trapp
Summary: For the preparation of chiral drugs, the combination of stereochemically stable and flexible catalysts with chiral auxiliaries is crucial. In this study, a successful approach to the spontaneous deracemization of tropos ligands for asymmetric catalysis was demonstrated.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Editorial Material
Biochemistry & Molecular Biology
Oliver Trapp
Article
Biology
Laura Huber, Oliver Trapp
Summary: This study developed a method to investigate the reaction kinetics of single molecules in order to understand chiral symmetry breaking at the molecular level. The results showed that interlocking processes can amplify the occurrence of symmetry breaking, providing a promising direction for experimental implementation and identification of these processes.
ORIGINS OF LIFE AND EVOLUTION OF BIOSPHERES
(2022)
Article
Multidisciplinary Sciences
Guiyang Yao, Simone Kosol, Marius T. Wenz, Elisabeth Irran, Bettina G. Keller, Oliver Trapp, Roderich D. Suessmuth
Summary: This article reports the use of the term "ansamer" to describe the isomers of the bicyclic octapeptide alpha-Amanitin. The researchers synthesized analogs of alpha-Amanitin and analyzed their isomers, proposing and describing the term "ansamer" for these isomers.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Constanze Sydow, Christiane Seiband, Alexander F. Siegle, Oliver Trapp
Summary: Organophosphates play important roles in living organisms, but their prebiotic origins are unknown. In this study, the authors demonstrate the efficient formation of organophosphates through a phosphorylation reaction in liquid sulfur dioxide at room temperature. This reaction could have occurred in volcanic environments on Early Earth, and it also has potential applications in synthetic chemistry.
COMMUNICATIONS CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Lena C. Mayer, Simone Heitsch, Oliver Trapp
Summary: Asymmetric synthesis plays a crucial role in preparing enantiomerically pure compounds and controlling individual stereocenters in complex compound synthesis. It relies on the use of enantiopure catalysts and configurationally flexible ligands or organocatalysts. The design of smart catalyst systems that combine supramolecular recognition, stereoconvergent alignment, and catalysis has been successful in enhancing enantioselectivity in asymmetric catalysis.
ACCOUNTS OF CHEMICAL RESEARCH
(2022)
Article
Chemistry, Medicinal
Simone Heitsch, Lena Carina Mayer, Yanis Luca Pignot, Oliver Trapp
Summary: Soai's asymmetric autocatalysis is a remarkable example of symmetry breaking and enantioselective amplification in the alkylation of pyrimidine-5-carbaldehydes. Zinc hemiacetalate complexes formed from the aldehydes and the chiral product alcohol were identified as highly active catalysts in this transformation. By studying the synthesis of coumarin homolog biaryl systems, it was found that they can form hemiacetals through intramolecular cyclization, with the ability to enable or disable this process depending on the tropos or atropos configuration.
Article
Chemistry, Multidisciplinary
Constanze Sydow, Fabian Sauer, Alexander F. Siegle, Oliver Trapp
Summary: Peptides play essential roles in the structure and catalytic functions of living organisms. The formation of peptides faces thermodynamic and kinetic barriers. Recent studies have explored various formation scenarios during the origin of life, including iron(III)-catalyzed condensations. However, iron(III)-catalysts often have low catalytic activity at elevated temperatures. This study demonstrates that reduced iron activated by acetic acid efficiently mediates peptide formation, providing a potential pathway for the formation of the first peptides in anoxic environments.
Review
Chemistry, Multidisciplinary
Lena C. Mayer, Simone Heitsch, Oliver Trapp
Summary: Asymmetric synthesis is a crucial technique for the preparation of chiral compounds and the control of stereocenters in complex syntheses. Configurationally flexible ligands and catalysts can be enriched through dynamic processes, leading to improved enantioselectivity in asymmetric catalysis. This strategy has significant implications for the development of new catalytic applications and understanding of chirality amplification and homochirality in biological systems.
ACCOUNTS OF CHEMICAL RESEARCH
(2022)
Article
Chemistry, Inorganic & Nuclear
Vaibhav Bedi, Dipendu Mandal, Zahid Hussain, Shi-Ming Chen, Yile Wu, Zheng-Wang Qu, Stefan Grimme, Douglas W. Stephan
Summary: The reaction of (tBuO(2)CN)(2) with 9-BBN leads to the formation of a bicyclic heterocyclic compound, while its reactions with BF3 or [Et3Si][B(C6F5)(4)] result in the isolation of different compounds. Computational studies reveal that the steric and electronic properties of the Lewis acid are important in the formation of one of the compounds.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Chisa Itoh, Haruka Yoshino, Taku Kitayama, Wataru Kosaka, Hitoshi Miyasaka
Summary: A new synthetic route for constructing functional paddlewheel diruthenium(II,II) complexes was developed, utilizing Schiff base condensation reactions. The attached Schiff base groups significantly affected the electronic states of the resulting complexes, as revealed by cyclic voltammetry and DFT calculations.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Danrui Ni, Haozhe Wang, Xianghan Xu, Weiwei Xie, Robert J. Cava
Summary: A layered rhombohedral polymorph of indium(iii) triiodide is synthesized at high pressure and temperature. It has an orange color, which is different from ambient pressure InI3, which has a monoclinic molecular structure and a light-yellow color.
DALTON TRANSACTIONS
(2024)
Review
Chemistry, Inorganic & Nuclear
Juan Carlos Perez-Sanchez, Raquel P. Herrera, M. Concepcion Gimeno
Summary: Gold(II) complexes have been less utilized in catalysis compared to their gold(I) and gold(III) counterparts. However, gold(II) complexes offer potential in homo-coupling and cross-coupling reactions, as they are more easily accessible through simplified oxidation and reduction processes. Gold(II) exhibits characteristics of both soft acid gold(I) and hard acid gold(III). This review explores the unique reactivity and potential applications of gold(II) species, highlighting their significance in catalytic transformations.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Nighat Yousuf, Yanping Ma, Qaiser Mahmood, Wenjuan Zhang, Yizhou Wang, Hassan Saeed, Wen-Hua Sun
Summary: In this study, a series of structurally rigid cyclooctyl-fused iminopyridine iron complexes were synthesized and used with methylaluminoxane for isoprene polymerization. The extent of steric hindrance of the ligand framework was found to significantly affect catalytic performance, with less hindrance leading to better activity and stability.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Chenghao Song, Huiwei Du, Menglei Xu, Jie Yang, Xinyu Zhang, Jungan Wang, Yuanfang Zhang, Chengjun Gu, Rui Li, Tao Hong, Jingji Zhang, Jiangying Wang, Yongchun Ye
Summary: This study improves the performance of perovskite solar cells by using a dual-hole transport layer strategy. This strategy enhances the charge transfer efficiency of the transport layer, reduces charge recombination, and improves the quality of the perovskite film layer. Ultimately, the stability of the device is enhanced.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Mahender Singh, Aakash Yadav, Ranjit Singh, Chullikkattil P. Pradeep
Summary: A new aryl selenonium polyoxometalate hybrid was developed and compared with an aryl sulfonium polyoxometalate hybrid in terms of their photocatalytic properties. It was found that the aryl selenonium hybrid exhibited better catalytic performance, which could be attributed to the larger atomic radii of selenium stabilizing the photogenerated electron-hole pair more efficiently. Additionally, the generation of elemental selenium through cleavage of C-Se bonds during catalysis was observed.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Yuhan Xie, Boyu Dong, Xuemin Wang, Siyuan Wang, Jinxi Chen, Yongbing Lou
Summary: This study successfully fabricated visible-light-responsive three-dimensional core-shell CoSe2/ZnIn2S4 heterostructures and achieved attractive activity in photocatalytic hydrogen evolution. The presence of CoSe2 improved light absorption and accelerated charge transfer kinetics. The strong interaction between CoSe2 and ZnIn2S4 reduced charge recombination, further enhancing photocatalytic activity for hydrogen evolution.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Andre L. de O. Batista, Joao Marcos T. Palheta, Mauricio J. Piotrowski, Celso R. C. Rego, Diego Guedes-Sobrinho, Alexandre C. Dias
Summary: This study presents a simulation protocol that provides a solid foundation for exploring two-dimensional materials. Using the TiBr2 2H monolayer as an example, the study reveals its promising properties for optoelectronic and valleytronic applications, including its stability, spin-orbit coupling effects, and optical helicity selection rule.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Jiang Jiang, Zi-Wei Li, Zhi-Zhuan Zhang, Bin Tan, Zhao-Feng Wu, Xiao-Ying Huang
Summary: In this work, two metal organic frameworks (MOFs) containing {Cu2I2} clusters, Eu-CuI-INA and Sr-K-CuI-INA, were synthesized and characterized. Both materials have a three-dimensional structure with {Cu2I2} clusters coordinated by INA(-) ligands and Eu3+ or Sr2+ ions. The Sr-K-CuI-INA material exhibited sensitive fluorescence sensing behaviors towards cysteine and nitro-bearing molecules, showing potential applications in bio and explosive molecule sensing. This work provides a good reference for designing fluorescent MOF probes containing CuI molecules.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Zhiya Lin, Jiasheng Wu, Qianwen Ye, Yulong Chen, Hai Jia, Xiaohui Huang, Shaoming Ying
Summary: Na-ion batteries (NIBs) have attracted great interest as a potential technology for grid-scale energy storage due to the wide distribution, low cost, and environmental friendliness of sodium resources. However, their implementation is hindered by low rate capability and cycling stability caused by the large ionic size of Na+. In this study, a three-dimensional nanoarchitectured coral-like CoSe2@N-doped carbon (CL-CoSe2@NC) was synthesized, and it exhibited improved sodium storage properties with better electrode kinetics and a stable SEI film.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Ya-Qiong Zhang, Yu Zhang, Guoping Zeng, Rong-Zhen Liao, Man Li
Summary: The mechanism and selectivity of CO2 reduction under visible light were investigated using density functional calculations. The results showed that a tetradentate PNNP-type Iridium(III) complex exhibited high activity and selectivity in the reaction.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Sanyukta Ghosh, Shubhanth Jain, Soumya Ranjan Mishra, Gerda Rogl, Peter Rogl, Ernst Bauer, B. S. Murty, A. Govindaraj, Ramesh Chandra Mallik
Summary: In this study, reduced graphene oxide (rGO) was uniformly dispersed in the In0.5Co4Sb12 bulk material by ultrasonication, which effectively reduced the lattice thermal conductivity and improved the thermoelectric efficiency.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Mika Takeuchi, Yutaka Amao
Summary: This study developed an effective visible-light driven system for fumaric acid production using renewable resources such as biomass derivatives, providing an alternative to the current petroleum-based synthesis methods.
DALTON TRANSACTIONS
(2024)
Article
Chemistry, Inorganic & Nuclear
Juan Jian, Meiting Wang, Zhuo Wang, Jingwen Meng, Yuqin Yang, Limin Chang
Summary: Developing low-cost and self-supported bifunctional catalysts is crucial for highly efficient water splitting devices. In this study, nano-NiFe2O4 was directly grown onto iron foil surface and Sn4+ was introduced into the NiFe2O4. The resulting Sn-NiFe2O4/IF showed low overpotentials and high current densities during oxygen evolution reaction (OER) and hydrogen evolution reaction (HER), making it a promising catalyst for large-scale hydrogen production.
DALTON TRANSACTIONS
(2024)
