Article
Chemistry, Organic
Tongxu Xiang, Yongze Liu, Qiaoling Xu, Kehan He, Fei Pan
Summary: In this study, we developed a novel synthetic method for regio- and diastereoselective difluoromethylthiolation of acrylamides using palladium catalysis. The reaction exhibited high efficiency and showed good functional group tolerances under mild conditions, allowing access to compounds with SCF2H-containing skeletons. Mechanistic studies and post-functionalization of the product reactions were also conducted to provide insights into the reaction mechanism.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yaowen Liu, Chunyu Han, Hongwei Shi, Alexandra V. Mackenroth, Linghua Zhang, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
Summary: A gold-catalyzed acyloxyalkynylation reaction was used to synthesize tetra-substituted enol ester 2-iodobenzoate derivatives in good yields at room temperature. The reaction is highly regioselective and can be easily scaled up to gram scale. Mechanistically, an Au(III) species plays a key role in an Au(I)/Au(III) redox cycle.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yuye Bai, Zhenyuan Lin, Zhenying Ye, Dian Dong, Jing Wang, Lu Chen, Feng Xie, Yibiao Li, Pierre H. Dixneuf, Min Zhang
Summary: In this study, we describe a ruthenium-catalyzed regioselective hydrohalogenation reaction of alkynes under mild conditions. Commercially simple halogen sources such as KI, ZnBr2, and ZnCl2 were employed for this transformation. The reaction was also applicable to alkynes derived from bioactive molecules, showing the potential synthetic value of this new reaction in organic synthesis.
Article
Chemistry, Multidisciplinary
Xue-Ting Zhang, Shi-Kai Tian
Summary: An unprecedented reductive aromatic C-H allylation reaction of benzyl electrophiles with allyl electrophiles has been developed. Various N-benzylsulfonimides smoothly participated in the reaction with allyl acetates under palladium-catalyzed indium-mediated conditions, delivering structurally diverse allyl(hetero)arenes in moderate to excellent yields with good to excellent site selectivity. The use of inexpensive allyl esters avoids the preparation of allyl organometallic reagents in advance and complements traditional functionalization of aromatic rings.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Jun Zheng, Nana Tang, Hui Xie, Bernhard Breit
Summary: In this study, a highly efficient photoredox and palladium catalytic system was developed for the regio-, diastereo-, and enantioselective hydroaminoalkylation (HAA) of alkene substrates. The reaction, involving electron-rich dienol ethers and alpha-amino radicals derived from alpha-amino acids, enabled the construction of vicinal amino tertiary ethers with excellent regio-, diastereo-, and enantioselectivity control.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jun Zheng, Nana Tang, Hui Xie, Bernhard Breit
Summary: The study presents a highly regio-, diastereo-, and enantioselective intermolecular hydroaminoalkylation (HAA) of alkenes using a unified photoredox and palladium catalytic system, allowing for the construction of vicinal amino tertiary ethers with exceptional levels of selectivity. The key step in the mechanism is shown to be a reversible hydropalladation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Dhanashri A. Sable, Aniket Gholap, Saidurga Prasad Kommyreddy, Dipak J. Fartade, Santosh J. Gharpure, Carola Schulzke, Anant R. Kapdi
Summary: A strategy for synthesizing acyclic nucleoside analogs of biological relevance through highly regio- and stereoselective C-H functionalization using heteroatom-assisted palladium catalysis of 9-allyl adenine is disclosed. The method allows for the use of different carboxylic acids in the substrate scope, resulting in decent to good yields of the desired products. The method also permits the synthesis of deuterated analogs.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Dhanashri A. Sable, Aniket Gholap, Saidurga Prasad Kommyreddy, Dipak J. Fartade, Santosh J. Gharpure, Carola Schulzke, Anant R. Kapdi
Summary: A strategy for the synthesis of biologically relevant acyclic nucleoside analogs via highly regio-and stereoselective C-H functionalization employing heteroatom-assisted palladium-catalyzed carboxylation of 9-allyl adenine is disclosed. Different carboxylic acids were employed as substrates, providing decent to good yields of the desired products. The method also allowed for the synthesis of deuterated analogs.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Rina Muto, Kenji Nagata, Yoshiki Nakazumi, Kaho Nakamura, Satoshi Ueno
Summary: The Pd/PMe3-catalyzed allylation reaction of 1-(cyanomethyl)naphthalenes with allyl acetates showed para-selectivity instead of aregioselectivity. This reaction proceeds through ligand attack on the para-carbon of the arenes, which is electronically enriched by a cyano-stabilized α-carbanion. This leads to the formation of (p-allyl)palladium intermediate and a 1,5-hydrogen shift of the parahydrogen.
Article
Chemistry, Multidisciplinary
Yang Xi, Chenchen Wang, Qian Zhang, Jingping Qu, Yifeng Chen
Summary: This method efficiently synthesizes the chiral beta-fluoroaminated moiety with high enantioselectivity and exhibits the ability to transform the product into various vicinal benzylic fluoride derivatives with excellent stereo- and enantioselectivities.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jia-Hao Xie, Chao Zheng, Shu-Li You
Summary: A novel Pd-catalyzed method for dearomative methoxyallylation of 3-nitroindoles with allyl carbonates has been developed, achieving high yields and diastereoselectivity. The method demonstrates good scalability and practicality with relatively low catalyst loading. Kinetic experiments suggest that the nucleophilic attack of the alkoxide anion is the rate-determining step in this reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Sudip Shit, Bipin Kumar Behera, Subhamoy Biswas, Anil K. K. Saikia
Summary: A metal-free Lewis acid-initiated protocol has been developed for the synthesis of highly substituted 3-(dihydrofuran-3(2H)-ylidene)isobenzofuran-1(3H)-imines. The reaction involves the formation of dihydrofuranylidene carbocation followed by intramolecular cyclization, leading to the desired products in moderate to good yields. The methodology can also be extended to the synthesis of 3-(dihydro-2H-pyran-3(4H)-ylidene)-isobenzofuran-1(3H)-imines, and furanylidene isobenzofuranones can be obtained in excellent yields through post synthetic applications.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Tian-Ci Wang, Pu-Sheng Wang, Dian-Feng Chen, Liu-Zhu Gong
Summary: The method involves asymmetric carbonyl allylation of aldehydes via allylic C-H borylation enabled by palladium and chiral phosphoric acid sequential catalysis, providing homoallylic vicinal anti-diols in high yields and excellent stereoselectivity. This protocol allows the total synthesis of aigialomycin D to be completed within 7 steps.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Chemistry, Organic
Tianhao Zhang, Itsuki Nohira, Naoto Chatani
Summary: The efficient Suzuki-Miyaura cross-coupling of ortho-fluoro aromatic secondary amides with aryl boronates is achieved using (KOBu)-Bu-t as an essential reactant. The base serves to extract a proton from the amide nitrogen, generating a weak conjugate base that acts as a directing group. The reaction demonstrates good tolerance for functional groups and a broad scope for aromatic amides, even at 60 degrees C.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Barry M. Trost, Zhijun Zuo
Summary: A novel Pd-0-catalyzed highly selective [3+2] spiroannulation reaction has been developed for rapid assembly of a new class of [5,5] spirocyclic carbo- and heterocycles. The regioselectivity of the reaction can be controlled by fine-tuning the Pd-pi-allyl intermediate, with excellent toleration of various coupling partners and enantioselectivities demonstrated through further transformations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Chunlin Ye, Xujian Chen, Shasha Li, Binbin Feng, Yanghe Fu, Fumin Zhang, De-Li Chen, Weidong Zhu
Summary: Enhancing the selectivity of noble metal catalysts through electronic modulation is crucial for academic research and chemical industrial processes. The developed PdZn-ZnO/NCHS catalyst shows excellent catalytic performance for the semihydrogenation of 2-methyl-3-butyn-2-ol, with high activity and selectivity.
Article
Chemistry, Physical
Yufeng Gong, Ruixin Liu, Lingyan Jiang, Anna Peng, Chunhui Xu, Xinqing Lu, Rui Ma, Yanghe Fu, Weidong Zhu, Shuhua Wang, Liyang Zhou
Summary: In this study, a series of Al-doped MgF2 materials were synthesized and used as supports to prepare RuO2/Al-MgF2 catalysts. It was found that at an optimal calcination temperature, Al could be incorporated into the framework of MgF2, enhancing the activity and stability of the catalyst.
Article
Chemistry, Physical
Wenting Lin, Yaping Song, Li Wang, Nan Li, Yanghe Fu, De-Li Chen, Weidong Zhu, Fumin Zhang
Summary: In this study, Pd/Ce-MOF-801 catalyst was prepared using an incipient wetness impregnation strategy and its physicochemical properties were investigated. The results showed that Pd/Ce-MOF-801 exhibited high catalytic performance in the Suzuki-Miyaura cross-coupling reaction and had good recyclability and tolerance to various substrates.
Article
Environmental Sciences
Yuexian Du, Guang'an Jie, Huilin Jia, Jiahui Liu, Jieyu Wu, Yanghe Fu, Fumin Zhang, Weidong Zhu, Maohong Fan
Summary: The photocatalytic technology of reducing CO2 into high value-added chemicals and fuels can mitigate energy shortages and environmental problems caused by greenhouse effects. This study successfully improved the photocatalytic performance of Zr-MOF for CO2 reduction by covalent modification, demonstrating the potential of modifying MOFs to enhance the photocatalytic efficiency of CO2 reduction.
JOURNAL OF ENVIRONMENTAL SCIENCES
(2023)
Article
Chemistry, Multidisciplinary
Yu Zhao, Saikat Das, Taishu Sekine, Haruna Mabuchi, Tsukasa Irie, Jin Sakai, Dan Wen, Weidong Zhu, Teng Ben, Yuichi Negishi
Summary: The unique structural characteristics of three-dimensional (3D) covalent organic frameworks (COFs) make them promising platforms for various functional applications. In this study, we successfully designed and synthesized a 3D non-interpenetrated stp net COF named TUS-64 with the largest pore size and record-low density. TUS-64 exhibits high stability and a highly interconnected mesoporous structure, enabling efficient drug loading and controlled release in a simulated body fluid environment.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Letter
Chemistry, Multidisciplinary
Guolong Xing, Shuai Zhang, Weidong Zhu, Teng Ben
Summary: White et al. provided additional structural data in a recent Correspondence, showing that CPOS-6 undergoes a single-crystal-to-single-crystal transformation during water adsorption/desorption. This finding improves our understanding of the experimental phenomena and complements our previous results. However, it is important to note that our research focuses on the kinetic behavior of ultrafast adsorption/desorption of water in nano-confined channels and the interpretation of rapid water transport from the perspective of superfluidity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yaping Song, Ruifang Xue, Li Wang, Nan Li, Zhijun Fang, Yanghe Fu, De-Li Chen, Weidong Zhu, Fumin Zhang
Summary: A chemoselective reductive heterocyclization route is used for direct synthesis of 2,1-benzisoxazole and related compounds. The transformation of feedstocks using hydrogen as a hydrogen source at ambient temperature and atmospheric pressure remains a challenge.
Article
Chemistry, Physical
Nan Li, Changping Jian, Yaping Song, Li Wang, Ata Ur Rehman, Yanghe Fu, Fumin Zhang, De-Li Chen, Weidong Zhu
Summary: Here, a facile and scalable approach for synthesizing Fe-based MOF MIL-88A(Fe) via a liquid-phase route at atmosphere pressure is reported. The synthesized MIL-88A(Fe) nanocrystals exhibit high crystallinity, monodispersed particle size, and large specific surface area. These nanocrystals serve as a heterogeneous catalyst for the efficient aerobic oxidation of cyclohexene to 2-cyclohexene-1-ol with high conversion (81%) and selectivity (70%). The reaction mechanism involves both free radical and Fe-mediated pathways.
MOLECULAR CATALYSIS
(2023)
Article
Engineering, Environmental
Yaping Song, Rou Guo, Binbin Feng, Yanghe Fu, Fumin Zhang, Yifei Zhang, De-Li Chen, Jiangwei Zhang, Weidong Zhu
Summary: A facile strategy to modulate the coordination number of Zn single atoms and enhance the catalytic activity for transfer hydrogenation was reported. The Zn-N3 coordination in the catalyst exhibited the best performance.
CHEMICAL ENGINEERING JOURNAL
(2023)
Review
Environmental Sciences
Ke Guo, Ijaz Hussain, Guang'an Jie, Yanghe Fu, Fumin Zhang, Weidong Zhu
Summary: This review discusses the recent breakthroughs in photocatalytic CO2 reduction, focusing on the use of metal-organic frameworks (MOFs) as new catalysts. Various techniques for modifying MOFs and integrating them with other materials have been explored and summarized. The challenges and future prospects of MOFs as photocatalysts for CO2 reduction are also discussed.
JOURNAL OF ENVIRONMENTAL SCIENCES
(2023)
Article
Chemistry, Physical
Huilin Jia, Baihui Zhu, Xiaoyan Zhi, Yuexian Du, Jiahui Liu, Guang'an Jie, Yanghe Fu, Rui Ma, Fumin Zhang, Weidong Zhu
Summary: As a new type of porous organic materials, two-dimensional covalent organic frameworks (2D COFs) show superior visible-light harvesting and effective separation and transport of the photogenerated charges, which ensures COFs to be promising platforms for photocatalysis. In this study, two 2D imine-linked COFs (PDA-TAB and PDA-TTA) were synthesized to investigate the effects of the introduced triazine units in the skeleton of COFs on photocatalytic CO2 reduction. The results showed that PDA-TTA exhibited a much higher photocatalytic activity compared to PDA-TAB, with a HCOOH yield of 65.7 mu mol g(cat)(-1)h(-1). Further studies indicated that the introduction of triazine units in the skeleton of PDA-TTA not only enhanced the visible-light absorption but also promoted the charge separation and migration, thereby improving the photocatalytic performance. This work contributes to the understanding of the roles of key structural units in 2D COFs in photocatalysis and provides insights for the development of efficient photocatalysts for CO2 conversion.
Article
Chemistry, Physical
Yuexia Wang, Qibin Yao, Bowen Xu, Kehang Lin, Mengshan Deng, Xinqing Lu, Rui Ma, Yanghe Fu, Weidong Zhu
Summary: The acid-modulated isomorphous substitution method is developed to synthesize Ti-MWW zeolite without extra-framework octahedral Ti species, leading to higher ethylene glycol (EG) yield and H2O2 utilization efficiency compared to the prevailing methods. The Ti-MWW zeolite prepared by this method has more open Ti(OSi)3OH sites, resulting in stronger Lewis acidity, which is beneficial for EG production. Moreover, the catalyst is recyclable after regeneration by high-temperature calcination, indicating its potential industrial application in the one-pot synthesis of EG from ethylene with H2O2.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Jie Chen, Mingyuan Jian, Lei Zhuang, Wenting Lin, Yanghe Fu, De-Li Chen, Weidong Zhu, Guihua Chen, Fumin Zhang
Summary: A series of N-doped porous carbon-supported CeO2 and ZrO2 nanoparticle catalysts were prepared, and CeZr-NC-1073 showed outstanding catalytic activity and stability.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Engineering, Environmental
Weilong Hou, Kehang Lin, Xiangyu Zhang, Bowen Xu, Yuexia Wang, Xinqing Lu, Yijing Gao, Rui Ma, Yanghe Fu, Weidong Zhu
Summary: This study developed efficient catalysts for nonoxidative propane dehydrogenation (PDH) and demonstrated that the stability and selectivity for propylene of the catalysts were significantly enhanced. The catalysts also showed no sintering at high temperatures, providing a strategy for practical applications.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Xiaoxue Wu, Wenting Lin, Li Wang, Nan Li, Gaomei Tu, Yanghe Fu, De-Li Chen, Weidong Zhu, Guihua Chen, Fumin Zhang
Summary: In this study, highly dispersed Pd nanoclusters anchored on HfO2 support were fabricated as catalysts and showed excellent catalytic activity and stability for the Suzuki-Miyaura coupling reaction, indicating significant potential for industrial application.
NEW JOURNAL OF CHEMISTRY
(2022)
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)
