Article
Chemistry, Organic
Huiwei Xu, Wanyao Zheng, Wen-Deng Liu, Yuqiao Zhou, Luqing Lin, Jiannan Zhao
Summary: The construction of silicon-containing molecules has received attention in recent years. In this study, silyl radicals were generated through NHC catalysis under mild reaction conditions. This methodology offers a convenient route to a diverse range of β-silyl ketones with good functional group compatibility. The use of radical clock and electrochemical studies supports the hypothesis of ground-state SET, and a plausible mechanism for the organocatalytic transformation is proposed.
Article
Chemistry, Organic
Piers St. Onge, Shajia I. Khan, Adam Cook, Stephen G. Newman
Summary: A reductive detrifluoromethylation protocol using an alkoxide base and silicon hydride species has been developed. Various pyridine and quinoline substrates with alkyl, aryl, and amino functional groups are reduced with moderate to high yields. The reaction selectively reduces C(sp2)-CF3 groups at the 2-position on the pyridine ring, while leaving trifluoromethyl groups intact elsewhere on the molecule. Preliminary mechanistic studies indicate that the combination of silane and base generates a strongly reducing system that can transfer electrons to electron-deficient pi systems.
Article
Chemistry, Organic
Takahiro Soeta, Kota Kaneta, Yuichi Hatanaka, Tomonori Ida, Yutaka Ukaji
Summary: This paper discusses the N-heterocyclic carbene (NHC)-catalyzed redox monoacylation of 1,n-linear diols using alpha-benzoyloxyaldehydes, which resulted in moderate to good selectivities and chemical yields. The original NHC with a pyridine moiety played a crucial role in achieving good chemoselectivities, and a wide range of 1,n-linear diols were successfully applied in this reaction.
Article
Energy & Fuels
Shiling Fan, Hao Li
Summary: This work comprehensively reviews the latest developments in the hydrosilylation of biomass, focusing on noble and non-noble metal catalysts. The study discusses the regulation of catalyst activity, selectivity, and stability in biomass derivatives hydrosilylation through different ligand structures and support microstructures. Additionally, various metal catalyzed hydrosilylation mechanisms are discussed in depth.
Article
Chemistry, Organic
Weiwei Gao, Huan Ding, Tian Yu, Zhen Wang, Shengtao Ding
Summary: The iridium-catalyzed hydrosilylation of internal alkynes was successfully achieved under simple and mild conditions. The functional groups of alkyne substrates played a crucial role in facilitating the reaction process and regioselectivity by coordinating with the iridium catalyst. Additionally, the use of steric trimethylsilyl-protected trihydroxysilane was essential for ensuring the efficient progress of the reaction.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Kun-Quan Chen, He Sheng, Qiang Liu, Pan-Lin Shao, Xiang-Yu Chen
Summary: In recent years, NHC-catalyzed radical reactions have been gaining attention for their potential to create new activation modes previously inaccessible. Further research and understanding of this emerging area is warranted to explore its synthetic techniques and advantages.
SCIENCE CHINA-CHEMISTRY
(2021)
Article
Chemistry, Organic
Tuong Anh To, Binh Khanh Mai, Thanh Vinh Nguyen
Summary: This article reports a new Bronsted acid-catalyzed carbonyl-olefin metathesis reaction using nitromethane as a solvent, which can promote intramolecular ring-closing reactions.
Review
Chemistry, Multidisciplinary
Tingting Li, Zhichao Jin, Yonggui Robin Chi
Summary: This review discusses N-heterocyclic carbene-catalyzed reactions for the formation of aromatic compounds, categorizing them into 4 types based on activation modes. The achievements, challenges, and future research directions in NHC-catalyzed arene construction processes are summarized. The outlook is based on the authors' opinions and knowledge on the trends of NHC organocatalysis development.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Chemistry, Organic
Min Zhang, Xinghua Wang, Tingting Yang, Yan Qiao, Donghui Wei
Summary: Identifying the special role of N-heterocyclic carbene (NHC) in organocatalysis remains a major challenge. The study proposed a theoretical model for NHC-catalyzed decarboxylation reactions and found that C-H⋯O hydrogen bond interactions significantly contribute to controlling stereoselectivity in these reactions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Chun-Yan Wu, Cai He, Xiang-Long Chen, Bo-Cheng Tang, Zhi-Cheng Yu, Huai-Yu Wang, Yan-Dong Wu, An-Xin Wu
Summary: Pd-catalyzed cascade hydroarylation and C-H germylation of nonterminal alkenes and aryl iodides have been achieved by hydroxyl assistance. The formation of a reactive oxo-palladacycle intermediate is the key step in the C-H germylation cascade, which is significantly suppressed by hydroxyl groups. The transformation exhibits excellent reactivity and selectivity for most substrates.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Jose Antonio Fernandez, Juan Manuel Garcia, Pablo Rios, Amor Rodriguez
Summary: The efficient catalytic hydrosilylation of ketones and aldehydes using a nickel pincer hydride complex supported by a diphosphino-boryl ligand has been studied. The presence of a boron group within the ligand skeleton enhances the catalytic activities for ketones compared to other related pincer systems. The reaction mechanism involves the initial formation of an alkoxide complex, followed by reaction with the silane to release the corresponding silyl ether and regenerate the catalyst, as supported by experimental and theoretical analysis.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Lei Dai, Song Ye
Summary: N-heterocyclic carbene (NHC)-catalyzed reactions involving two-electron and radical pathways have been well-established, with the former more developed than the latter in terms of reaction types and enantioselectivity. In the past decade, several elegant NHC-catalyzed radical reactions have been developed, including oxidation of aldehydes, reductive coupling reactions, and reactions via radical homoenolates.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Meng Yu, Xuefeng Yong, Weiwei Gao, Chun-Yu Ho
Summary: The study successfully achieved diastereodivergent hydrosilylative enyne cyclization using IPrCl catalyst and R3SiH silane, offering high generality and broad scope of products. The method selectively obtained heterocycles containing homoallylsilane, while suppressing competitive reactions effectively.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Bin Yang, Kangning Cao, Guofeng Zhao, Junfeng Yang, Junliang Zhang
Summary: A Pd-catalyzed enantioselective three-component reaction has been developed for the synthesis of chiral gem-diarylmethine silanes. The reaction features a broad scope, high enantioselectivity, and mild conditions. It also allows easy access to enantiomers and has potential applications.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Bo Han, Hongmei Jiao, Rong Chen, Yuqi Zhang, Jijiang Wang
Summary: The first example of NHC (N-heterocyclic carbene) ligand-promoted reduction of imines and azobenzenes with a homogeneous silver catalyst is reported. The use of PhSiH3 induces hydrogenation of imines and azobenzenes, and the 1 mol% NHC-Ag precatalyst enables the retention of reducible functionalities and compatibility of sensitive groups, offering a mild and practical method for amine preparation with high turnover numbers (up to 9500). It has also been shown that the IPrAgCl/PhSiH3 combination is responsible for the selective C=O reduction of aldehyde and ketone analogues.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Green & Sustainable Science & Technology
Tan M. Le, Uyen P. N. Tran, Yen H. P. Duong, Quan D. Nguyen, Viet T. Tran, Phong T. Mai, Phung K. Le
Summary: Biorefineries from paddy residues have the potential to produce sustainable fuel and chemicals for human society. This study developed a pilot-scale biorefinery system that integrated recovery of lignin, silica, and nutrients from rice straw for bioethanol production. The process achieved high recovery yields of silica and lignin, with the final liquid waste containing mainly inorganic matters for potential reuse. The new process demonstrated zero waste production, increased product value, and high energy efficiency.
CLEAN TECHNOLOGIES AND ENVIRONMENTAL POLICY
(2022)
Correction
Green & Sustainable Science & Technology
Tan M. Le, Uyen P. N. Tran, Yen H. P. Duong, Quan D. Nguyen, Viet T. Tran, Phong T. Mai, Phung K. Le
Summary: A correction to this paper has been published.
CLEAN TECHNOLOGIES AND ENVIRONMENTAL POLICY
(2022)
Article
Chemistry, Multidisciplinary
Tuong Anh To, Chao Pei, Rene M. Koenigs, Thanh Vinh Nguyen
Summary: In this study, the promotion of carbonyl-olefin metathesis reactions by hydrogen-bonding-assisted Bronsted acid catalysis was investigated. The role of hexafluoroisopropanol (HFIP) solvent in assisting the pTSA Bronsted acid catalyst and the current limitations of the carbonyl-olefin metathesis reaction were revealed through experimental and computational mechanistic studies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Biochemical Research Methods
You Dan Xu, Linqing Tian, Rebecca Yong Lai, Zihao Li, Eliska Prochazkova, Junming Ho, Martina H. Stenzel
Summary: In this study, the noncovalent interaction of two polymers was compared and a superior binder was selected for testing with serum albumin. The research successfully achieved an albumin-polymer bioconjugate equipped with polymers via both covalent and supramolecular interactions.
BIOCONJUGATE CHEMISTRY
(2022)
Article
Chemistry, Physical
Junbo Chen, Jason B. Harper, Junming Ho
Summary: This paper introduces an economical approach to improve the accuracy and convergence of quantum mechanics/ molecular mechanics models. By using quantum-level charges on molecular mechanics atoms, the accuracy and convergence of QM/MM models can be significantly improved.
JOURNAL OF CHEMICAL THEORY AND COMPUTATION
(2022)
Article
Chemistry, Physical
Mackenzie Taylor, Haibo Yu, Junming Ho
Summary: In this study, various solvent models were used to predict the rate constants of SN2 reactions in different solvents. The results showed that predicting rate constants in organic solvents is not necessarily more challenging than in water, and among the continuum solvent models, the ADF-COSMO-RS model performed the best in predicting absolute rate constants.
JOURNAL OF PHYSICAL CHEMISTRY B
(2022)
Article
Chemistry, Physical
Sopanant Datta, Junming Ho, Taweetham Limpanuparb, Wanutcha Lorpaiboon
Summary: This study investigates the ring flip energy of mono- and dihalogenated cyclohexanes and extends it to polyhalogenated cyclohexanes using high-level quantum chemical methods. The results show that the simple model of linear combinations of A-values poorly predicts the ring flip energy in polyhalogenated cyclohexanes, while the extended model only slightly improves the prediction.
Review
Environmental Sciences
Ngoan Thi Thao Nguyen, Luan Minh Nguyen, Thuy Thi Thanh Nguyen, Uyen P. N. Tran, Duyen Thi Cam Nguyen, Thuan Van Tran
Summary: Advancements in nanotechnology have efficiently solved global problems. Green synthesis of MgO nanoparticles using biomolecules extracted from plants, fungus, bacteria, algae, and lichens is safe and environmentally friendly. These green MgO nanoparticles have diverse applications and show great potential in various fields.
Article
Chemistry, Physical
Yuhong Jiang, Claudiu T. Supuran, Junming Ho
Summary: This study examined two pKa calculation approaches (direct and proton exchange schemes) using high-level quantum chemical methods and implicit solvent models to predict the aqueous Bronsted acidities of sulfonamides. The results showed that the DSD-PBEP86-D3(BJ) double-hybrid functional provided the best agreement with the benchmark method for gas-phase deprotonation energies. For a test set of 54 sulfonamides, the DSD-PBEP86-D3(BJ)/aug-cc-pVTZ level of theory in conjunction with solvation free energies accurately predicted their pKa values. However, the performance of these methods was less ideal for sulfonic acids, sulfamates, and N-substituted sulfonamides.
JOURNAL OF PHYSICAL CHEMISTRY A
(2022)
Article
Materials Science, Textiles
Trung Dang-Bao, Uyen P. N. Tran
Summary: This study extracted betalains and pectin from Red Dragon Fruit Peel, stabilized betalains through encapsulation, and expanded their application in jam and jellies. The betalains were extracted using ethanol and the pectin was extracted from the residue using citric acid. Encapsulation of betalains significantly improved their stability under different storage conditions.
FIBERS AND POLYMERS
(2023)
Article
Engineering, Environmental
Loc T. Nguyen, Gia-Huy L. Hoang, Uyen N. -P. Tran, Tam V. -T. Mai, Huy D. Nguyen, Lam K. Huynh
Summary: This study presents a theoretical kinetic mechanism for the oxidation of Hymexazol by OH radicals, as well as the subsequent reactions of its main products with O2 and NO. The results can be used for modeling and simulation of N-heterocycle-related applications under atmospheric and combustion conditions. The study also suggests that Hymexazol may be a persistent organic pollutant in the troposphere.
ENVIRONMENTAL SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Physical
Minzhi Wang, Xinlan He, Mackenzie Taylor, Wanutcha Lorpaiboon, Haedam Mun, Junming Ho
Summary: Calculation of molecular geometries and harmonic vibrational frequencies is crucial for thermochemistry calculations. Contrary to conventional wisdom, this paper demonstrates that the choice of basis sets has minimal impact on the quantum chemical predictions of thermochemistry of various chemical reactions in gas and solution phases. The study concludes that the accuracy of thermochemistry calculations is not critically dependent on the choice of basis sets for molecular geometry and frequencies, especially in the cases considered in this study.
JOURNAL OF CHEMICAL THEORY AND COMPUTATION
(2023)
Article
Chemistry, Physical
Wanutcha Lorpaiboon, Junming Ho
Summary: This study evaluated the accuracy of contemporary density functional theory (DFT) and semiempirical methods using 550 C-F bond dissociation energies (BDEs) obtained from high-level calculations. The DLPNO-CCSD(T)/CBS and M06-2X and ?B97M-V methods gave the closest predictions to the benchmark level, with DFT prediction errors increasing with the degree of fluorination and system size. Previous model chemistry recommendations for nonfluorinated systems may not apply to modeling the energetics of PFASs and related systems.
JOURNAL OF PHYSICAL CHEMISTRY A
(2023)
Article
Chemistry, Multidisciplinary
Hai D. Tran, Uyen P. N. Tran, Dinh Quan Nguyen
Summary: This study presents a method for the detection of Cd2+ and Pb2+ using a MWCNTs paste electrode and a mixture of ionic liquid. The feasibility and accuracy of the electrode were validated through experiments.
JOURNAL OF SAUDI CHEMICAL SOCIETY
(2023)
Review
Chemistry, Multidisciplinary
Hai D. D. Tran, Dinh Quan Nguyen, Phuong T. T. Do, Uyen N. P. Tran
Summary: Organic compounds are widespread pollutants in wastewater, posing significant risks to living organisms. Photocatalysis has been recognized as an effective technology for the oxidation and mineralization of non-biodegradable organic contaminants. This paper reviews kinetic models and factors influencing the kinetics of photocatalytic degradation, and presents a new approach for establishing a general concept of a kinetic model for the photocatalytic degradation of organic compounds in aqueous solutions.
