Article
Chemistry, Organic
Louis Chassillan, Yasuhiro Yamashita, Woo-Jin Yoo, Martial Toffano, Regis Guillot, Shu Kobayashi, Giang Vo-Thanh
Summary: The enantioselective hydrophosphonylation of N-Boc imines was achieved using a new family of pseudo-symmetric guanidine-thiourea catalysts, with the catalyst being heterogenized by polymerization with styrene and applied to reactions under continuous-flow conditions. This approach provided alpha-amino phosphonates in moderate to high yields with good enantioselectivity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jialin Qi, Fang Wei, Shuai Huang, Chen-Ho Tung, Zhenghu Xu
Summary: A new method has been developed for the synthesis of sulfur-containing chiral beta-lactams with two consecutive stereogenic centers using copper(I)-catalyzed asymmetric, three-component interrupted Kinugasa reaction. The key lies in the interception of in situ formed chiral four membered copper(I) enolate intermediate with sulfur electrophiles, resulting in good yields and excellent diastereo- and enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Xue-Qi Wang, Fang-Fang Feng, Jing Nie, Fa-Guang Zhang, Jun-An Ma
Summary: An asymmetric decarboxylative Mannich reaction of phosphonate sultam-ketimines with malonic acid half esters is achieved using saccharide-derived bifunctional amino thiourea catalysis. This reaction provides access to a wide range of alpha-amino-beta-carboxylic phosphonates with N,P-containing tetrasubstituted stereocenters, achieving high enantioselectivity (78-99% ee). Further synthetic derivatizations can introduce amide, alcohol, and azetidine scaffolds to the core structures.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Yan Wang, Aying Yihuo, Lifeng Wang, Shunxi Dong, Xiaoming Feng
Summary: Asymmetric synthesis of enantioenriched azo compounds with tetrasubstituted stereocenter was achieved through chiral N,N'-dioxide/metal Lewis acid promoted interrupted Japp-Klingemann reaction. This protocol has a wide substrate scope and good functional group compatibility.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Song-Meng Wang, Yan-Fang Wang, Liping Huang, Li-Shuo Zheng, Hao Nian, Yu-Tao Zheng, Huan Yao, Wei Jiang, Xiaoping Wang, Liu-Pan Yang
Summary: Developing chiral receptors with an endo-functionalized cavity for chiral recognition is highly significant in the field of molecular recognition. This study introduces chiral naphthotubes containing a bis-thiourea endo-functionalized cavity, which effectively recognize neutral chiral molecules with high enantioselectivity. The chiral recognition mechanism is attributed to differences in multiple non-covalent interactions, where factors such as cavity shape, guest substituents, host flexibility, and binding modes contribute to creating these differences. Enantioselectivity is primarily driven by enthalpic differences, with enthalpy-entropy compensation also influencing the selectivity.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Jingdong Wang, Yuxin Liu, Zhonglin Wei, Jungang Cao, Dapeng Liang, Yingjie Lin, Hai-feng Duan
Summary: A series of chiral thiourea compounds with multiple H-bond donors derived from hydroquinine have been reported. The aza-Henry reaction of isatin-derived ketimines and long-chain nitro-alkanes catalyzed by these chiral thioureas shows high enantioselectivity and excellent diastereoselectivity. This work represents the first report on long-chain nitroalkanes as substrates with excellent diastereoselectivity in metal-free catalytic systems.
Article
Chemistry, Applied
Hongzhong Deng, Xuepeng Wu, Lili Zhang, Jun Shen, Yingjie Qiao, Xiaodong Wang, Chengying Bai, Ting Zheng, Yoshio Okamoto
Summary: Chitosan derivatives with various substituents were prepared and their enantioseparation properties were examined. One specific derivative showed attractive chiral recognition abilities, especially for dihydropyridine calcium antagonist racemates.
CARBOHYDRATE POLYMERS
(2022)
Article
Chemistry, Multidisciplinary
Dong-Huang Chen, Wei-Ting Sun, Cheng-Jie Zhu, Guang-Sheng Lu, Dong-Ping Wu, Ai-E Wang, Pei-Qiang Huang
Summary: The combination of transition-metal catalysis and organocatalysis has enabled chemists to achieve direct enantioselective reductive cyanation and phosphonylation of secondary amides, synthesizing enantioenriched chiral alpha-aminonitriles and alpha-aminophosphonates for the first time. The protocol is efficient, enantioselective, scalable, and the thiourea catalyst can be recycled and reused.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Razieh Azimi, Robabeh Baharfar, Hashem Bagheri
Summary: A facile and efficient protocol for the diastereoselective synthesis of novel spirooxindole-dihydrofurans has been developed using a three-component condensation reaction. The reaction, carried out in ethanol under reflux conditions, provided various dihydrofuranyl spirooxindoles in high yields with good to excellent stereoselectivity.
POLYCYCLIC AROMATIC COMPOUNDS
(2022)
Article
Medicine, Research & Experimental
Franz Steppeler, Dominika Iwan, Radoslaw Gaida, Marta Denel-Bobrowska, Agnieszka B. Olejniczak, Elzbieta Wojaczy
Summary: 2-Azabicycloalkanes were used as a chiral platform to synthesize a set of 1,2,3-triazole, thiourea, and ebselen derivatives. The selected thioureas showed the most promising cytotoxicity and antiviral activity.
BIOMEDICINE & PHARMACOTHERAPY
(2023)
Article
Chemistry, Organic
Huiqing Chen, Jie Tang, Ting Liu, Li-Fang Yu, Dong Xing, Fan Yang
Summary: An enantioselective method for constructing chiral 3-nitro-4-chromanones was reported, utilizing a chiral thiourea-catalyzed intramolecular Michael-type cyclization reaction. The method yielded 3,3-disubstituted 3-nitro-4-chromanones with high diastereoselectivities and good to excellent enantioselectivities. In vitro evaluations showed that the chiral amide derivative exhibited stronger antitumor activities compared to racemic and corresponding enantiomers, highlighting the impact of enantioselective methodology development in medicinal studies.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Wystan K. O. Teixeira, Danilo Yano de Albuquerque, Julio Zukerman-Schpector, Diego Seckler, Daniel S. Rampon, Ricardo S. Schwab
Summary: In this study, a copper-mediated domino CuAAC intramolecular selanylation was described for the synthesis of unprecedented fused benzo[4,5][1,3]selenazolo[3,2-c][1,2,3]triazoles from 1,2-bis(2-azidoaryl)diselenides and terminal alkynes under microwave irradiation. It is a pioneering method for the synthesis of these fused heterocycles, which can proceed under mild conditions, tolerate several functional groups, and be carried out using environmentally benign solvents such as dimethyl carbonate. The transformation has also been successfully extended to TMS-protected alkynes and bioactive alkynes. A plausible reaction mechanism is proposed based on several control experiments and previous reports.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Stuart C. D. Kennington, Saul F. Teloxa, Miguel Mellado-Hidalgo, Oriol Galeote, Sabrina Puddu, Marina Bellido, Pedro Romea, Felix Urpi, Gabriel Aullon, Merce Font-Bardia
Summary: A direct and asymmetric aldol reaction of N-acyl thiazinanethiones with aromatic aldehydes catalyzed by chiral nickel(II) complexes was reported. The reaction gives high yields of O-TIPS-protected anti-aldol adducts with remarkable stereocontrol and atom economy. The removal of the achiral scaffold provides enantiomerically pure intermediates with synthetic interest for producing anti-alpha-amino-beta-hydroxy and alpha,beta-dihydroxy carboxylic derivatives, with theoretical calculations explaining the observed high stereocontrol.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Dong-Dong Liang, Sidharam P. Pujari, Muthusamy Subramaniam, Maarten Besten, Han Zuilhof
Summary: The SuFEx reaction between chiral di-sulfonimidoyl fluorides and diphenols is used to produce polysulfonimidates with configurational backbone chirality, allowing for the efficient synthesis of tailor-made chiral polymers with precise properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Biochemistry & Molecular Biology
Murat Yigit, Duygu Barut Celepci, Parham Taslimi, Beyhan Yigit, Engin Cetinkaya, Ismail Ozdemir, Muhittin Aygun, Ilhami Gulcin
Summary: A series of chiral and achiral cyclic seleno- and thiourea compounds were synthesized and found to possess good inhibitory activities against metabolic enzymes.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qian Wu, Yubo Cui, Guifeng Xia, Jinlong Yang, Shuming Du, Xinhong Xiong, Li Yang, Dong Xu, Xu Deng, Jiaxi Cui
Summary: Passive daytime radiative cooling (PDRC) technology, while promising for global spacing cooling, faces limitations in practical application due to reduced cooling effectiveness caused by wear and dirt contamination. Researchers have developed a renewable armor structure using fluorinated hollow glass microspheres to enhance the anti-fouling and cooling properties of PDRC coatings. The coatings exhibit high solar reflectance and thermal emittance, leading to significant temperature reduction below ambient temperature.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Qiang Bei, Bei Zhang, Kaifeng Wang, Shiming Zhang, Guichuan Xing, Clement Cabanetos
Summary: The power conversion efficiency (PCE) of organic solar cells (OSCs) has reached 20% in recent years, thanks to the advantages of organic photoactive materials. Benzothiadiazole (BT) has attracted significant research attention as a building block of OSCs. OSCs based on BT structure have shown diversity, and the increasing PCE values indicate a promising future for OSCs. This review analyzes the progress made in the last decades, focusing on effective BT small-molecules and BT polymers for OSCs. The structure-property relationships, donor-acceptor matching criteria, and morphology control approaches are discussed. The remaining challenges and a personal perspective on the future advancement of OSCs are summarized.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Rong He, Dandan Tang, Ningge Xu, Heng Liu, Kun Dou, Xuejun Zhou, Fabiao Yu
Summary: Nasopharyngeal carcinoma (NPC) is a common malignant tumor of the head and neck, with a high incidence in China and Southeast Asian countries. In this study, a novel near-infrared fluorescent probe, SNAFL-GSH, was designed and synthesized for the detection of glutathione (GSH). The probe showed selective detection of GSH and the ability to distinguish normal and cancer cells. It has great potential for application in the diagnosis and evaluation of NPC.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Zhukang Guo, Baijiang Jin, Yile Fang, Lian Jin, Song Li, Yan Deng, Zhu Chen, Hui Chen, Yuanying Zhang, Rabia Usman, Nongyue He
Summary: This study isolated primary cells that can be stably passaged from spontaneous tumors of genetically engineered pancreatic ductal adenocarcinoma model mice and used an autonomously developed automated screening instrument for efficient nucleic acid aptamer screening. The obtained aptamers were affinity verified at the cellular level. The study also investigated the impact of cell growth environment difference on the recognition ability of aptamers and confirmed the targeting ability and drug loading ability of the aptamer.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Zhongshan Yang, Qiqi Zhang, Hui Song, Xin Chen, Jiwei Cui, Yanhui Sun, Lequan Liu, Jinhua Ye
Summary: Methane chemistry is a significant area of research in catalysis. Converting methane into value-added chemicals is desirable but challenging due to its high C-H bonding energy and lack of pi bonding or unpaired electrons. Photocatalytic partial oxidation of methane to liquid oxygenates is a promising technology for achieving high efficiency and selectivity under mild conditions. The choice and activation of oxidants are crucial for its performance.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Peng Shan, Jing Liao, Jiayi Li, Chengyan Wang, Jie Zhou, Linqiang Mei, Yunlu Dai, Qiang Wang, Wenyan Yin
Summary: This study reports an oral radioprotectant Gel@GYY that combines a gelatin-based hydrogel and a pH-responsive hydrogen sulfide donor. Gel@GYY has excellent adhesion and sustained release properties, allowing it to release H2S in the gastrointestinal tract and effectively scavenge free radicals induced by radiation. It also reduces inflammation and has biodegradable properties.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Lu Liu, Ziyi Liu, Jingnan Cui, Guiling Ning, Weitao Gong
Summary: The development of new metal-free heterogeneous catalysts has been the subject of extensive research. In this study, a new Troger's base (TB)-derived porous organic polymer (POPs) was designed and prepared by integrating multifunctional monomers. The resulting polymer, which combines the advantages of pillar[5]arene macrocycle and TB moiety, exhibited enhanced catalytic performance in Knoevenagel condensation and CO2 conversion, serving as an effective metal-free catalyst. This work provides a new strategy for fabricating metal-free heterogeneous catalysts based on macrocyclic POPs.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Leyong Zhou, Changyin Yang, Weitao Dou, Tongxia Jin, Haibo Yang, Lin Xu
Summary: This review summarizes the application of micro/nanofluidic techniques in constructing supramolecular assemblies of different scales, and highlights the advantages of these techniques over conventional synthesis methods. Furthermore, it emphasizes the potential of micro/nanofluidic systems in improving our understanding of supramolecular self-assembly processes.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Yanchao Jin, Suixiaochen Chen, Peiwen Huang, Xiongjian Chen, Chun-Yan Lin, Li-Ping Li, Xiao Chen, Rui Ding, Jianxi Liu, Riyao Chen
Summary: In this study, magnesium and coconut shell carbon were used to disinfect water by adsorbing copper(II) and converting dissolved oxygen to hydrogen peroxide through Mg corrosion. The copper was enriched on the carbon surface and efficiently catalyzed the hydrogen peroxide to inactivate E.coli. The process showed promising disinfection performance both in laboratory experiments and real wastewater treatment.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Haihong Lai, Zehong Chen, Hao Zhuo, Yijie Hu, Xuan Zhao, Jiwang Yi, Hongzhi Zheng, Ge Shi, Yifan Tong, Ling Meng, Xinwen Peng, Linxin Zhong
Summary: By altering the pyrolysis route of cellulose nanofiber, the structural defects of carbon aerogels can be reduced, leading to improved compressibility and stress retention, as well as higher stress sensor sensitivity and temperature coefficient.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Lina Guo, Jinsong Ding, Wenhu Zhou
Summary: Bacteria-based tumor therapy has resurfaced due to the revolution of tumor immunotherapy, offering unique solutions for traditional tumor treatments. Bacteria with active tropism can selectively colonize tumor sites and suppress tumor growth through various mechanisms, making them attractive tools for tumor treatment. This critical review introduces recent advances in bacteria-based tumor therapy, including bacterial properties, their benefits for tumor therapy, anti-tumor mechanisms, challenges, and future perspectives.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Lan Liang, Chuanbin Wang, Xukai Lu, Yunan Sun, Beibei Yan, Ning Li, Guanyi Chen, Li'an Hou
Summary: This study investigates the interactions between phenol and benzaldehyde in the ECH process through experiments and theoretical calculations. The results show that phenol can accelerate the conversion of benzaldehyde, while benzaldehyde inhibits the conversion of phenol. The research provides a theoretical basis for the application of ECH in practical bio-oil upgrading.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Pengcheng Fan, Yuhao He, Junan Pan, Ning Sun, Qiyu Zhang, Chen Gu, Kang Chen, Weinan Yin, Longlu Wang
Summary: This study focuses on the recent progress in hydrogen evolution reaction (HER) based on photothermal effect. It introduces the main pathways of photothermal conversions applied in H2 evolution, summarizes the functions of the photothermal effect, and presents a method to improve the catalytic system through thermal means. The study also discusses the challenges and outlook in this promising area.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Leiduo Lai, Hongyu Zhou, Yichen Hong, Mengfan Luo, Yang Shi, Heng Zhang, Zhaokun Xiong, Gang Yao, Bo Lai
Summary: In this study, a facile ammonia reduction strategy was proposed and a novel FeVO3-x catalyst was synthesized for the activation of peroxymonosulfate (PMS) to degrade the pharmaceutical carbamazepine (CBZ). The results showed that the system could rapidly degrade CBZ and generate various active species involved in the degradation process.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Tangxin Xiao, Xiuxiu Li, Liangliang Zhang, Kai Diao, Zheng-Yi Li, Xiao-Qiang Sun, Leyong Wang
Summary: This study presents the construction of a supramolecular light harvesting system based on sequential energy transfer. The system demonstrates tunable fluorescence emission through self-assembly of polymers into nanoparticles, achieving efficient two-step light harvesting.
CHINESE CHEMICAL LETTERS
(2024)