Correction
Chemistry, Inorganic & Nuclear
Firdaus Rahaman Gayen, Abdul Aziz Ali, Debashree Bora, Saptarshi Roy, Supriya Saha, Lakshi Saikia, Rajib Lochan Goswamee, Biswajit Saha
Summary: This study focuses on the synthesis and characterization of a ferrocene functionalized Schiff base containing Cu(II) complex, and demonstrates its catalytic activity in the azide alkyne cycloaddition reaction at parts-per-million levels.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Andrew G. Dalling, Georg Spath, Alois Furstner
Summary: This article reports the first total synthesis of a tetracyclic marine pyridinium alkaloid, which was achieved using recent advances in chemoselectivity management. The synthesis involved the formation of critical C-C bond using nickel/iridium photoredox dual catalysis, successful ring closing alkyne metathesis (RCAM) despite the presence of a Lewis acidic alkylidyne catalyst, and a unique iridium catalyzed hydrosilylation reaction. The synthesis also demonstrated site- and chemoselective intramolecular N-alkylation for closing the second strained macrocycle.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Ming Bao, Su Zhou, Wenhao Hu, Xinfang Xu
Summary: This article reviews two general protocols in homogeneous gold catalysis, including relay catalysis and synergistic catalysis, with a focus on the role of cooperative catalyst models and the potential synthetic opportunities offered by asymmetric cooperative catalysis.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Wei Fu, Valentina Pelliccioli, Moritz von Geyso, Pablo Redero, Christian Boehmer, Martin Simon, Christopher Golz, Manuel Alcarazo
Summary: A series of helically shaped benzo[b]chryseno[4,3-d]thiophenes, naphtho[1,2-b]phenanthro[4,3-d]thiophenes, and chryseno[3,4-b]naphtho[1,2-d]thiophenes are synthesized via an enantioselective Au-catalyzed intramolecular alkyne hydroarylation reaction. The inversion barriers and chiroptical properties of the obtained structures are determined. Preliminary studies on the post-synthetic functionalization and transformation into azahelicenes are also presented. Furthermore, a one-step protocol is developed to convert the initially obtained chryseno[3,4-b]naphtho[1,2-d]thiophenes into pleiadene derivatives without erosion of the enantiopurity, enabling the establishment of correlations between structure and conformational stability or (chir)optical properties.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Organic
Jing Du, Shi-Yi Zhao, Zhi-Chao Hu, Jun-Xia Yu, Zhi-Bing Dong
Summary: This article reports an efficient synthesis of alkynyl thioamides using copper as a catalyst and tetraalkyl thiuram compounds (TMTM and TIBTM) and alkynes as starting materials. The reaction between tetraalkyl thiurams and alkynes proceeded smoothly, giving various alkynyl thioamides promoted by a CuI/Cs2CO3 system. This protocol demonstrates easy operation, inexpensive starting materials, and good yields, highlighting its potential synthetic value for the synthesis of thioamides and their derivatives.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Valentina Pelliccioli, Thierry Hartung, Martin Simon, Christopher Golz, Emanuela Licandro, Silvia Cauteruccio, Manuel Alcarazo
Summary: The study reports a highly enantioselective synthesis of 5,13-disubstituted dibenzo[d,d']benzo[1,2-b:4,3-b']dithiophenes, with the last two successive Au-catalyzed intra-molecular alkyne hydroarylation events being crucial for the successful assembly of these helical architectures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Organic
Jianxiao Li, Dan He, Zidong Lin, Wanqing Wu, Huanfeng Jiang
Summary: Palladium complexes exhibit remarkable catalytic activity in alkyne chemistry, allowing for the assembly of structurally diverse organic functional molecules from readily available feedstocks. The N-heterocyclic carbene-palladium catalytic system is considered one of the most efficient and precise synthetic methodologies due to its strong sigma-donating and weaker pi-accepting abilities.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Haofan Ji, Phil C. Knutson, Christopher M. Harrington, Yan-Ting Ke, Eric M. Ferreira
Summary: This article describes a comprehensive and enantioselective total synthesis of (+)-gelsenicine. Two different strategies based on catalytic cycloisomerization as the central step are proposed. One strategy involves chirality transfer from enantioenriched substrates, while the other employs asymmetric catalysis. The chirality transfer strategy is less effective, whereas the latter strategy utilizes phosphoramidite- and bisphosphine-gold complexes to provide a high enantiopurity key intermediate in the Gelsemium alkaloid syntheses. (c) 2023 Elsevier Ltd. All rights reserved.
Article
Chemistry, Inorganic & Nuclear
Yuna Sato, Masaya Okamura, Shiro Hikichi
Summary: Heteroleptic and homoleptic iron(III) complexes supported by a tris(N-heterocyclic carbene) borate ligand have been prepared and characterized. The strong electron-donating character of the tris (carbene) donor was revealed through various measurements and calculations. The catalytic activity of each complex in cyclohexane oxidation was evaluated and both complexes showed high catalytic activity and selectivity, with the homoleptic complex exhibiting more metal-based reactions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xiangyu Wang, Shanshan Wang, Shuyu Qian, Naiwei Liu, Xinyue Dou, Xun Yuan
Summary: The study identified the effects of binary ligands on controlling the size of Au nanoclusters, as well as the formation mechanism and growth processes of heteroleptic Au nanoclusters. This provides insights for designing new functional metal nanoclusters.
Article
Chemistry, Organic
Ruixin Liu, Xiaojuan Liu, Tanyu Cheng, Yaofeng Chen
Summary: Alkynylsilanes are important organic compounds that can be synthesized through dehydrogenative coupling of hydrosilanes with terminal alkynes, and the use of organocalcium complexes in organic synthesis has been gaining increasing attention.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Rahul R. Butala, Sean Parkin, John H. Walrod, David A. Atwood
Summary: Three aluminum bromide compounds were evaluated for their potential use as dealkylation agents and successfully synthesized aluminum phosphate compounds containing hydrolytically stable P-O-C bonds. The compounds exhibited high stability and ease of isolation.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Narendra Kumar Chaudhary, Biswash Guragain, Anoj Chaudhary, Siyanand Kumar Chaudhary
Summary: A heteroleptic cadmium complex was synthesized using two antidiabetic drugs, with its metal-ligand binding confirmed through various physicochemical and spectroscopic studies. The complex exhibited significant antibiotic properties, validated through in vitro screening against human pathogenic bacteria and determination of minimum inhibitory concentration values.
Article
Chemistry, Multidisciplinary
Alyssa K. Adcock, Alexander C. Marwitz, Lulio A. Sanz, R. Lee Ayscue, Jeffery A. Bertke, Karah E. Knope
Summary: Four heteroleptic bismuth-organic phases were synthesized at room temperature, including different halide substitutions, as well as europium-doped phases. Significant pi-pi stacking and halide-pi interactions were observed in the solid-state structures of these phases. Photophysical measurements were carried out to determine the quantum yield and lifetime values of the visible-light emitters.
Article
Chemistry, Applied
Cheng Li, Bin Zhao, Guojiang Mao, Guo-Jun Deng
Summary: We developed a redox-neutral synthesis of indenones catalyzed by rhodium(III), which does not require harsh conditions or any external oxidants. Mechanistic experiments and DFT calculation revealed that the reaction involves various cascade processes.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Nadia G. Leonard, Teera Chantarojsiri, Joseph W. Ziller, Jenny Y. Yang
Summary: Local electric fields can enhance reactivity in enzymes and at surfaces, and can be generated in molecular systems using charged functionalities. The incorporation of charged functionalities can minimally affect the net bond dissociation free energy (BDFE) of N-H bonds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Sheng Feng, Yuyang Dong, Stephen L. Buchwald
Summary: In this study, an alternative method for the asymmetric hydroaminocarbonylation of olefins using dual copper hydride and palladium catalysis was described. This method enables the synthesis of enantioenriched amides using readily available carbamoyl chlorides as the carbamoylating reagent, and is applicable to various types of olefins with good yields and excellent enantioselectivities.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Methasit Juthathan, Teera Chantarojsiri, Thawatchai Tuntulani, Pannee Leeladee
Summary: The development of CO2RR electrocatalysts is of great significance in mitigating climate change and addressing environmental issues. Single-atom catalysts, as potential CO2 reduction catalysts, exhibit atomic-level and molecular-level modulations, which have the potential to improve selectivity and efficiency.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Yuyang Dong, Alexander W. Schuppe, Binh Khanh Mai, Peng Liu, Stephen L. Buchwald
Summary: This article introduces a CuH-catalyzed selective reductive coupling reaction of vinyl heteroarenes with aldehydes and ketones. The selectivity of the reaction is controlled by the choice of the ancillary ligand. This method shows excellent selectivity, tolerates various functional groups and heterocycles, and provides a direct route to functionalized saturated heterocyclic structures.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Inorganic & Nuclear
Pathorn Teptarakulkarn, Wanutcha Lorpaiboon, Thana Anusanti, Natchapol Laowiwatkasem, Kittipong Chainok, Preeyanuch Sangtrirutnugul, Panida Surawatanawong, Teera Chantarojsiri
Summary: Cations such as Lewis acids enhance the catalytic activity of high-valent Fe-oxygen intermediates. In this study, a pyridine diamine ethylene glycol macrocycle was used to form Zn(II)- or Fe(III)-complex with the NNN site, enabling redox-inactive cations to bind to the ethylene glycol moiety. The addition of alkali, alkali earth, and lanthanum ions increased the Fe(III/II) redox potential. Ba2+ ion showed the tightest binding. Density functional theory calculations revealed the effects of redox inactive cations on the electronic structures of Fe complexes. The presence of dications, Ba2+ and Mg2+, resulted in the highest overall activity and OAT/HAT product ratios in the C-H oxidation reaction.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Gioacchino Luca Losacco, Raffeal Bennett, Imad A. Haidar Ahmad, Rodell C. Barrientos, Jimmy O. DaSilva, Yuyang Dong, Alexander W. Schuppe, Zeshu Wang, Sheenagh Aiken, Ian Mangion, Varinder K. Aggarwal, Erik L. Regalado
Summary: This article introduces a hybrid separation technique called Dual-Gradient Unified Chromatography (DGUC), which allows for simultaneous multicomponent analysis of small and large molecules in a single experimental run. A screening workflow combining multiple orthogonal column and mobile phase choices is also reported.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Applied
Worakrit Saiyasombat, Utt Eiamprasert, Teera Chantarojsiri, Kittipong Chainok, Supavadee Kiatisevi
Summary: A novel bis-BODIPY-based sensor, BODIPY-NN, has been reported for selective and sensitive recognition of F- and CN- ions. The sensor undergoes a marked color change and fluorescence quenching exclusively in the presence of F- and CN- ions. The mechanism of anion binding to BODIPY-NN has been elucidated through NMR, mass spectra, and theoretical calculations. The sensor can be regenerated by adding water in the F- system, while CN- ions irreversibly disrupt the sensor.
Article
Chemistry, Multidisciplinary
Yuyang Dong, Kwangmin Shin, Binh Khanh Mai, Peng Liu, Stephen L. Buchwald
Summary: This paper reports an asymmetric olefin hydromethylation protocol enabled by CuH catalysis, in which methyl tosylate is used as a methyl source and iodide ion converts it into the active reactant methyl iodide. The method demonstrates broad applicability and tolerance.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Spectroscopy
Thanayada Nantapon, Phiphob Naweephattana, Panida Surawatanawong, Phoonthawee Saetear, Teera Chantarojsiri, Nopporn Ruangsupapichat
Summary: New chemosensors, L1-L3, based on the coumarin Schiff base scaffold with substituent modifications, have been designed and synthesized. These chemosensors demonstrated the ability to discriminate Co2+, Ni2+, and Cu2+ ions through absorbance and fluorescence spectral changes. Furthermore, the slight modification of substituents on L2 and L3 enabled them to selectively bind to specific ions, suggesting their potential applications in water quality detection.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Article
Chemistry, Physical
Hien M. Nguyen, Harry W. T. Morgan, Teera Chantarojsiri, Tyler A. Kerr, Jenny Y. Yang, Anastassia N. Alexandrova, Nadia G. Leonard
Summary: The incorporation of charged groups near a redox-active transition metal center can affect the local electric field, thereby altering redox behavior and enhancing catalysis.
JOURNAL OF PHYSICAL CHEMISTRY A
(2023)
Article
Chemistry, Multidisciplinary
Narisara Tanjedrew, Kittimeth Thammanatpong, Panida Surawatanawong, Pongkarn Chakthranont, Teera Chantarojsiri, Takdanai Unjarern, Supavadee Kiatisevi
Summary: A series of metal-free imidazole-benzimidazole catalysts were prepared and their performance in oxygen reduction reaction was studied. The results showed that the selectivity of the reaction can be tuned by modulating the substituent of the catalysts, and the selectivity is also influenced by the pH value of the solution.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Dennis A. Kutateladze, Binh Khanh Mai, Yuyang Dong, Yu Zhang, Peng Liu, Stephen L. Buchwald
Summary: A copper hydride-catalyzed approach has been developed for the synthesis of Z-configured trisubstituted alkenes with high stereo- and regioselectivity. This method provides a valuable strategy for accessing challenging classes of alkenes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Inorganic & Nuclear
Methasit Juthathan, Teera Chantarojsiri, Kittipong Chainok, Teera Butburee, Patchanita Thamyongkit, Thawatchai Tuntulani, Pannee Leeladee
Summary: New hybrid catalysts based on molecularly dispersed nickel complexes on N-doped graphene were developed for electrochemical CO2 reduction (ECR). The nickel complexes with N-H groups showed current enhancement in the presence of CO2, while the absence of N-H groups resulted in no change. All three nickel complexes were successfully immobilized on nitrogen-doped graphene (NG) and exhibited satisfactory CO2-to-CO reduction. The N-H moiety from the ligand was found to be less important in the heterogeneous aqueous system.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Organic
Kannika La-ongthong, Teera Chantarojsiri, Darunee Soorukram, Pawaret Leowanawat, Vichai Reutrakul, Chutima Kuhakarn
Summary: An efficient trifluoromethylation of 2-isocyanobiaryls was developed using constant current electrolysis with sodium trifluoromethanesulfinate (CF3SO2Na) as the trifluoromethyl source. This method allows for the synthesis of a series of 6-(trifluoromethyl)phenanthridine derivatives in moderate to high yields under metal- and oxidant-free conditions. A gram-scale synthesis demonstrates the synthetic versatility of this protocol.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Review
Chemistry, Applied
Teera Chantarojsiri, Tassaneewan Soisuwan, Pornwimon Kongkiatkrai
Summary: This review provides an overview of the significant progress in electrochemical carboxylation using CO2 or organic substrates, particularly organohalides and alkenes. It discusses the proposed mechanisms, experimental setups, and the importance of different components in the electrochemical reactions. Examples of electrocarboxylation for organohalides and olefins are presented, and the current trends and future directions in the field are discussed.
CHINESE JOURNAL OF CATALYSIS
(2022)