Article
Chemistry, Organic
Yi Li, Wang-Yuren Li, Xiaoxue Tang, Xiaohua Liu, Xiaoming Feng
Summary: The establishment of an asymmetric Heine reaction and the synthesis of a library of pyridine-oxazolines demonstrate the potential of these compounds as chiral ligands and Lewis base catalysts. A possible reaction mechanism was proposed based on control experiments.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Tian-Yuan Zhao, Ke Li, Liang-Liang Yang, Shou-Fei Zhu, Qi-Lin Zhou
Summary: The highly enantioselective and diastereoselective nickel-catalyzed desymmetrizing cyclization of 1,6-dienes using chiral spiro phosphoramidite ligands provides a new atom- and step-economic approach to chiral spiro lactones and analogues bearing a quaternary stereo-center, which holds significant synthetic application value.
Article
Chemistry, Organic
Kotaro Ikeda, Shingo Harada, Yoshinori Hashimoto, Haruka Homma, Masato Kono, Nadine Zumbraegel, Harald Groeger, Tetsuhiro Nemoto
Summary: In this study, an optically active isoquinuclidine with four chiral carbon centers was obtained using enzymatic desymmetrization. Additionally, a pentacyclic intermediate for catharanthine was synthesized in an enantioenriched form through late-stage construction of the common Iboga scaffold.
Article
Chemistry, Physical
Irene Sanchez-Sordo, Andrea Chaves-Pouso, Jaime Mateos-Gil, Eva Rivera-Chao, Martin Fananas-Mastral
Summary: In this study, a new copper-catalyzed coupling reaction is reported for the enantioselective desymmetrization of chiral cycloalkenes. The method allows for the synthesis of chiral products with high regio-, diastereo-, and enantioselectivity, which can serve as versatile building blocks for the synthesis of various optically active cyclic compounds.
Article
Chemistry, Organic
Stefan Malatinec, Eva Bednarova, Hiroki Tanaka, Martin Kotora
Summary: This study presents a catalytic and highly enantioselective ring-opening reaction of epoxides, utilizing newly designed chiral bipyridine ligands. A Sc-complex with a newly developed bipyridine ligand demonstrated high reactivity and stereocontrol in the desymmetrization of meso-epoxides with various alcohols, achieving enantioenriched 1,2-alkoxyalcohols with high e.r. values. Additionally, attempted ring-opening of meso-epoxides with anilines showed lower enantioselectivity, dependent on the electronic effect of substituents on the aromatic ring.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Qijian Ni, Zhiming Zhu, Yanjun Fan, Xiaoyun Chen, Xiaoxiao Song
Summary: The research has successfully developed an organocatalytic highly diastero- and enantioselective Friedel-Crafts conjugate addition method for adding indolizines to cyclopentenediones to obtain the desired products. The utility of the method was demonstrated through various late-stage functionalizations.
Article
Multidisciplinary Sciences
Jia-Lei Yan, Rakesh Maiti, Shi-Chao Ren, Weiyi Tian, Tingting Li, Jun Xu, Bivas Mondal, Zhichao Jin, Yonggui Robin Chi
Summary: In this study, a chiral solution utilizing N-heterocyclic carbene (NHC) catalyst was developed for the preparation of axially chiral styrenes with high enantioselectivity and excellent yields. The sulfone and carboxylic ester moieties in the styrenes are common functional groups in bioactive molecules and asymmetric catalysis.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Fei Xiong, Chao Ma, Yi-Ren Zhu, Chen Sun, Lu Chen, Yan-Jun Zhang, Yuan-Jie Zhu, Zhong-Hua Wang
Summary: A novel thermosensitive bifunctional sulfonamide microgel catalyst, immobilized on a highly cross-linked three-dimensional network structure through covalent interactions, has been successfully used for catalyzing the asymmetric alcoholysis reaction with high yields and good stereoselectivity (up to 90% ee). Furthermore, the polymeric catalysts can be easily recovered and reused multiple times without apparent loss of catalytic activity and enantioselectivity.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Tamanna, Yaseen Hussain, Deepak Sharma, Pankaj Chauhan
Summary: A highly functionalized isochroman was synthesized with high enantio- and diastereoselectivity through an organocatalyzed domino reaction. Quinidine catalyzed the peroxyhemiacetalization/oxa-Michael/desymmetrization domino sequence between 2,5-cyclohexadienone-tethered aryl aldehydes and hydroperoxides, resulting in isochromans with a cyclohexenone ring and three vicinal stereocenters in good yields and high enantioselectivities under ambient reaction conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Zhehui Liao, Jiantao Zhang, Tongxiang Cao, Shifa Zhu
Summary: A series of highly strained bicyclo[3.n.1]alkenones have been successfully synthesized with good-to-excellent enantioselectivities and moderate-to-good yields via copper-catalyzed formal [3+3] cycloaddition. The versatile chiral cycloadducts could be selectively converted into various valuable bridge systems, showing great potential for the construction of natural and bioactive compounds containing a [3.n.1] moiety.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Liher Prieto, Efraim Reyes, Uxue Uria, Luisa Carrillo, Jose L. Vicario
Summary: This work presents the desymmetrization of oxabenzonorbornadienes through the (3+2) cycloaddition reaction with hydrazones using a chiral Bronsted acid catalyst. The reaction proceeds via the activation of the hydrazone by the chiral acid catalyst, which reacts with the olefinic counterpart in a (3+2) fashion. Under optimized conditions, the reaction selectively produces exo cycloaddition products with moderate stereoselectivities. The scope of the reaction is explored with 21 examples of highly functionalized tetrahydroepoxybenzoindazole compounds.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shi-Jiang He, Shuai Zhu, Sheng-Qi Qiu, Wei-Yi Ding, Jun Kee Cheng, Shao-Hua Xiang, Bin Tan
Summary: This study discovered a novel type of axially chiral anthrone-derived skeleton by introducing axial chirality on symmetric anthrone skeletons through stereoselective condensation. The enantioenriched anthrones could be further transformed into dibenzo-fused seven-membered N-heterocycles with well-defined stereogenic center via Beckmann rearrangement.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Naveen Diddi, Dale E. Ward
Summary: The total synthesis of dolabriferol C was achieved by a series of unique chemical reactions, simplifying the synthetic process significantly. This synthetic approach combines different stereochemical selectivities and enantioselective reactions, providing new insights for the study of related compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Ying Yang, Nan-Nan Hang, Hui-Yao Liu, Shufeng Chen, Jialin Ming
Summary: One-step asymmetric synthesis of metallocenes with planar and central chirality was achieved using rhodium catalysis. The reactions proceeded through a desymmetric conjugate addition-Michael cyclization sequence, allowing for the simultaneous construction of both planar and central chirality. The synthetic utility of this method was demonstrated by the asymmetric synthesis of a novel chiral chain diene ligand.
Article
Chemistry, Multidisciplinary
Binmiao Yang, Jun Dai, Yixin Luo, Kai Kiat Lau, Yu Lan, Zhihui Shao, Yu Zhao
Summary: This method achieves an unprecedented desymmetrization of meso 1,3-diones by enantioselective intermolecular condensation, producing cyclic and acyclic keto-hydrazones with an all-carbon quaternary center in high efficiency and enantioselectivity. The compounds are versatile for preparing multifunctional building blocks and heterocycles with excellent stereoselectivity.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Tamasgen Fikadu Yadeta, Kuo-Wei Huang, Toyoko Imae, Yung-Liang Tung
Summary: The high performance of perovskite solar cells was achieved by using an electron transport layer (ETL) and hole transport layer. A film ETL (mesoporous (meso)-TiO2/carbon dot) was found to enhance the efficiency of the perovskite solar cells. Coating carbon dot on a meso-TiO2 ETL was shown to reduce pin-holes in the perovskite film layer, resulting in a 3% increase in the average power conversion efficiency (PCE). The absorption properties of the meso-TiO2/carbon dot ETL were superior, leading to higher power conversion efficiency compared to meso-TiO2 ETL. The deposition of carbon dot on meso-TiO2 ETL reduced carrier recombination and perovskite film cracks, thereby improving device performance.
Article
Chemistry, Multidisciplinary
Areej Aljarb, Jiacheng Min, Mariam Hakami, Jui-Han Fu, Rehab Albaridy, Yi Wan, Sergei Lopatin, Dimitrios Kaltsas, Dipti Naphade, Emre Yengel, Mohamed Nejib Hedhili, Roaa Sait, Abdul-Hamid Emwas, Arwa Kutbee, Merfat Alsabban, Kuo-Wei Huang, Kaimin Shih, Leonidas Tsetseris, Thomas D. Anthopoulos, Vincent Tung, Lain-Jong Li
Summary: Growing continuous monolayer films of TMDs without disrupting grain boundaries is a challenge. The presence of an interfacial reconstructed (IR) layer within the substrate-epilayer gap affects the orientations of nucleating TMDs domains and materials' properties. These findings have implications for the development of TMD-based electronics and optoelectronics.
Review
Biochemistry & Molecular Biology
Choon Wee Kee
Summary: This article examines the key components for calculating or predicting catalytic performance metrics, such as turnover frequency and stereoselectivity, using computational chemistry in the context of organocatalysis and phase transfer catalysis. State-of-the-art tools for calculating potential energy and free energy, along with their limitations, are discussed through literature examples. The challenges of translating calculated barriers into turnover frequency or stereoselectivity metrics are highlighted through various examples, including mechanism, transition state theory, and solvation. Examples validating theoretical models from the literature are showcased. Finally, the relevance and potential of machine learning are discussed.
Article
Chemistry, Organic
Xinyu Liu, Zhixin Liu, Yongyi Hu, Kuo-Wei Huang, Manjaly J. Ajitha, De Wang
Summary: A novel alpha,beta-regioselective [3+2] cycloaddition reaction of arylallene with C,N-cyclic azomethine imine is reported. The axial-to-central chirality transfer phenomenon has been disclosed with chiral allenes in the reaction. The wide substrate scope, including different functional groups and natural products, reveals the generality of the methodology. Both experiments and density functional theory calculations have been used to elucidate a plausible mechanism.
Article
Chemistry, Multidisciplinary
Hao Huang, Dharmaraj Periyanagounder, Cailing Chen, Zhongxiao Li, Qiong Lei, Yu Han, Kuo-Wei Huang, Jr-Hau He
Summary: Developing a green and energy-saving artificial leaf for solar-driven ammonia conversion is achieved by imitating the biological nitrogen fixation and photosynthesis processes. The monolithic artificial leaf achieves high ammonia production rates and Faradaic efficiencies without applying external potential. By integrating an OER catalyst, the artificial leaf can directly convert solar energy into chemical energy and generate useful products. The importance rating of this research is 8 out of 10.
Article
Chemistry, Multidisciplinary
Tianyu Zheng, Rui Chen, Jingxian Huang, Theo P. Goncalves, Kuo-Wei Huang, Ying-Yeung Yeung
Summary: Bifunctional catalysis is important in synthesizing useful compounds. Confined bifunctional catalysts can achieve highly enantioselective reactions. This study demonstrates a proof-of-concept approach to formulating confined catalysts by linking catalytic species via non-covalent interactions. The reactions are optimized by changing the achiral catalyst.
Article
Engineering, Environmental
Hend Omar Mohamed, Vijay K. Velisoju, Idoia Hita, Omar Abed, Rajesh K. Parsapur, Naydu Zambrano, Mohamed Ben Hassine, Natalia Morlanes, Abdul-Hamid Emwas, Kuo-Wei Huang, Pedro Castano
Summary: By using the in situ modified zeolite technique, researchers have successfully developed an efficient catalyst with high Ni2+ species concentration and good dispersion, which can improve the yield and stability of 1-butene while reducing the formation of by-products.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Fatimah Mohammad H. Al Sulami, Merfat M. Alsabban, Ahlam I. Al-Sulami, Mohamed Farrag, Sylvain Vedraine, Kuo-Wei Huang, Eslam Sheha, Talaat A. Hameed
Summary: Replacing selenium with sulfur in Cu1.8Se can improve the low electronic conductivity of Cu-Se and mitigate the effect of polysulfide species. A Cu1.8Se0.6S0.4 nanocrystalline powder was synthesized by solid-state reaction and its structure and storage mechanism were confirmed by various characterization techniques. Significant surface morphology changes were observed during the charging/discharging process.
Article
Chemistry, Physical
Xingzhu Chen, Luigi Cavallo, Kuo-Wei Huang
Summary: In the past decade, density functional theory (DFT) calculations have been used to investigate the mechanism of electrochemical CO2 reduction reactions. However, the lack of understanding regarding CO2 chemisorption states, proton-coupled-electron-transfer (PCET) steps, and dynamic redox reactions of the electrode surface has limited the reliability of these simulations. This work proposes a descriptor, the energy difference between *COOH on neutral and extra-electron substrates, as a means to determine the selectivity of electrochemical CO2 reduction.
Article
Chemistry, Organic
Delong Han, Priyanka Chakraborty, Li Yang, Hao Huang, Kuo-Wei Huang
Summary: Alkylation of a nitride ligand of a post-modified Mo(V) complex with MeOTf and EtOTf resulted in the formation of highly stable Mo(IV) imido complexes. Unlike the known Mo(VI) nitride complexes, which can be deprotonated to form ketimide for further reactions, the alkylation products in this study could only be reduced by NaH. Treatment with PhCH2OTf led to the formation of a new dinuclear Mo complex with N-2 release, instead of benzylation of the nitride ligand.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Chen-Fu Lin, Kuo-Wei Huang, Yen-Ting Chen, Sung-Lin Hsueh, Ming-Hsien Li, Peter Chen
Summary: This review introduces X-ray detectors using various halide perovskite materials and discusses their performance. Single-crystal perovskite as an active material exhibits excellent performance under X-ray illumination, while inorganic perovskite shows good environmental stability and high X-ray sensitivity. Double perovskite with the introduction of high-atomic-numbered elements demonstrates better attenuation of X-rays, and lead-free perovskite exhibits potential application in X-ray detectors due to its high X-ray attenuation capability. The up-scaling process technology for fabricating large-area and thick perovskite films for X-ray detectors is also introduced.
Editorial Material
Chemistry, Physical
Indranil Dutta, Rajesh Kumar Parsapur, Sudipta Chatterjee, Amol M. Hengne, Davin Tan, Karthik Peramaiah, Theis I. Solling, Ole John Nielsen, Kuo-Wei Huang
ACS ENERGY LETTERS
(2023)
Article
Optics
Zhongxiao Li, Zhen Li, Hao Huang, Yunduo Yao, Bilawal Khan, Ye Zhu, Kuo-Wei Huang, Zhiping Lai, Jr-Hau He
Summary: The study proposes an unassisted photoelectrochemical lithium extraction system that uses sunlight to extract lithium from seawater. The system achieved a significant increase in lithium concentration and demonstrated excellent light-harvesting and catalytic capabilities. It offers a promising solution to future lithium supply limitations.
Article
Chemistry, Multidisciplinary
Junbo Chen, Haibo Yu, Davin Tan, Richmond Lee
Summary: The feasibility of various guanidine-based compounds as biomimetic hydride was assessed using Density Functional Theory (DFT). The results suggested that tricyclic pentanidine hydrides could be potential candidates for reducing CO2 to HCOO- and can be regenerated electrochemically, demonstrating a recyclable and sustainable method for metal-free electrochemical reduction of CO2.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Physical
Lujain Alrais, Sandeep Suryabhan Gholap, Indranil Dutta, Edy Abou-Hamad, Benjamin W. J. Chen, Jia Zhang, Mohamed Nejib Hedhili, Jean-Marie Basset, Kuo-Wei Huang
Summary: Formic acid is a promising hydrogen carrier for on-demand hydrogen generation. By immobilizing a homogeneous PN3P-Ir pincer catalyst onto a support, the advantages of both homogeneous and heterogeneous catalysts can be combined. The use of cesium formate as a reaction medium and basic additive under suitable conditions significantly improves the reactivity.
APPLIED CATALYSIS B-ENVIRONMENT AND ENERGY
(2024)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
