Article
Chemistry, Multidisciplinary
Wufeng Chen, Chunhui Jiang, Jianying Zhang, Jiaqi Xu, Lin Xu, Xiufang Xu, Jianfeng Li, Chunming Cui
Summary: Allenes are versatile synthons in organic synthesis and medicinal chemistry, and the efficient and selective 1,4-hydrosilylation of branched 1,3-enynes can be achieved using ene-diamido rare-earth ate catalysts, leading to the exclusive formation of tetrasubstituted silylallenes. The mechanism involves the crucial roles of high Lewis acidity, large ionic radius, and ate structure of the rare-earth catalysts, as revealed by deuteration reaction, kinetic study, and DFT calculations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Tao Liu, Xin-Rui Mao, Shuo Song, Zi-Yang Chen, Yichen Wu, Li-Ping Xu, Peng Wang
Summary: Here, the first example of Ni-catalyzed asymmetric hydrosilylation of 1,1-disubstituted allenes with high level of regioselectivities and enantioselectivities is reported. The development of SPSiOL-derived bisphosphite ligands (SPSiPO) was crucial for achieving this stereoselective hydrosilylation reaction. This protocol offers a versatile method for constructing enantioenriched tertiary allylsilanes in a straightforward and atom-economic manner, with broad substrate scope and excellent functional group and heterocycle tolerance.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Kazutaka Kanayama, Ayumi Sawada, Katsushi Suda, Tetsuaki Fujihara
Summary: Regioselective sila-acylation and silaformylation of 1,3-dienes using a copper catalyst and silylborane as a silyl source resulted in the synthesis of β,γ-unsaturated ketones and aldehydes with a (dimethylphenyl-silyl)methyl moiety at the α-position, respectively.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Young Ho Kim, Dong Bin Kim, Su San Jang, So Won Youn
Summary: A Pd-catalyzed intramolecular allylic C-H amination method has been developed, allowing for the synthesis of diverse 1,3-X,N-heterocycles through selective allylic C-H cleavage and pi-allylpalladium formation. The use of substrates containing a labile allylic moiety and new catalytic systems overcomes significant challenges for achieving highly chemo- and regioselective allylic C-H amination.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Xia-Bin Xiang, Sheng Wang, Teng Xu, Shanshan Chen
Summary: An effective Pd-catalyzed regioselective hydroesterification of 1,3-conjugated enynes with aryl formates was found, achieving selective formation of 2-ester-substituted 1,3-dienes in good yields with excellent regioselectivities using the Pd-CyDPEphos catalytic system.
Article
Chemistry, Organic
Xia-Bin Xiang, Sheng Wang, Teng Xu, Shanshan Chen
Summary: We developed an effective Pd-catalyzed regioselective hydroesterification method for 1,3-conjugated enynes with aryl formates. Using the Pd-CyDPEphos catalytic system, the conjugated enynes reacted with phenyl formates to selectively provide 2-ester-substituted 1,3-dienes in good yields and excellent regioselectivities.
Article
Multidisciplinary Sciences
Zi-Lu Wang, Qi Li, Meng-Wei Yang, Zhao-Xin Song, Zhen-Yu Xiao, Wei-Wei Ma, Jin-Bo Zhao, Yun-He Xu
Summary: A copper-catalyzed ligand-controlled selective 1,2- and 1,4-hydrosilylation of 1,3-enynes was reported, which achieved enantiomerically enriched propargyl- and 1,2-allenylsilane products in high yields and excellent enantioselectivities. The reaction showed broad substrate scope and excellent regioselectivities, with mechanistic studies revealing the importance of allenylcopper as the reactive intermediate and the role of ligand in controlling the regioselectivity switch. The high enantiocontrol in the 1,4-hydrosilylation was also explained by DLPNO-CCSD(T) calculations.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Applied
Yunhe Lv, Jinhui Xie, Weiya Pu, Xue Wang, Huanhuan Zhang, Xuerui Li, Yan Liu, Fei Chen, Yunfeng Xu
Summary: We developed a strategy for the copper-catalyzed three-component reaction to synthesize tetrasubstituted allenes with phosphinoyl and cyano groups. The reaction exhibited high functional group compatibility and good yields under mild conditions. A preliminary reaction mechanism involving the formation of phosphinoyl radicals and their regioselective addition to 1,3-enynes was proposed.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Ying Wang, Zi-Lu Wang, Wei-Wei Ma, Yun-He Xu
Summary: A copper-catalyzed regioselective Markovnikov 3,4-hydrosilylation of 2-substituted 1,3-dienes has been successfully achieved. A wide range of 2-substituted 1,3-dienes and trihydrosilanes are compatible under the optimal conditions. The use of a bisphosphine ligand with a rigid backbone provides the Markovnikov 3,4-hydrosilylation product with better yield and selectivity. Additionally, the synthetic utilities of the allylsilanes were demonstrated through their flexible derivatizations.
Article
Chemistry, Multidisciplinary
Yong Wang, Yuxuan Li, Lei Wang, Shengtao Ding, Lijuan Song, Xinhao Zhang, Yun-Dong Wu, Jianwei Sun
Summary: In this study, a new method for efficient construction of gem-diboryl compounds with hetero-substituted carbon centers was developed. This method involves the alpha-dihydroboration of heteroalkynes and is a practical and atom-economic alternative to the conventional multistep synthetic strategy.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
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)
Article
Chemistry, Organic
Ke-Qin Wu, Hui Li, Ao Zhou, Wei-Ran Yang, Qin Yin
Summary: A Pd-catalyzed regioselective C-H bond allylic alkylation of phenols with 1,3-dienes is reported, which selectively functionalizes the ortho C-H bond of 2-naphthols, 1-naphthols, and electron-rich phenols to synthesize phenol derivatives with diverse structures. The reaction is accelerated by a diphosphine ligand, does not require any other additive, and exhibits broad substrate scope and good chemo- and regioselectivity. Additionally, an asymmetric variant is investigated, achieving product with up to 55% enantiomeric excess.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Hongyu Wang, Chen-Fei Liu, Tong-De Tan, Kyna Ru Bin Khoo, Ming Joo Koh
Summary: The study demonstrates a new method for the highly efficient and site-selective 1,2-diarylation of aliphatic-1,3-dienes using N-heterocyclic carbene (NHC)-Ni(0) catalyst, allowing for the synthesis of products containing tertiary or quaternary centers.
Article
Chemistry, Inorganic & Nuclear
Degong Kong, Bowen Hu, Min Yang, Haiping Xia, Dafa Chen
Summary: Two types of regio- and stereoselective hydrosilylation reactions of 1,3-enynes catalyzed by Co complexes have been developed. Dppf-CoCl2 is suitable for 3,4-hydrosilylation of 4-aryl-substituted 1,3-enynes, while Xantphos-CoCl2 is applicable for 4,3-hydrosilylation of 4-alkyl-substituted 1,3-enynes. Various functional groups are tolerated in the reactions, and the resulting 1,3-dienylsilanes can participate in several valuable transformations.
Article
Chemistry, Multidisciplinary
Xiaoyu Wu, Wei Liu, Liqun Yang, Yue Wang, Tianwen Liu, Yao Yuan, Yan Lu, Zhaoguo Zhang
Summary: In this study, a regioselective hydrosilylation reaction using a nickel catalyst was developed. By adjusting the temperature and ligands, homoallylic and allylic silanes could be efficiently generated with excellent yields and regioselectivities.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Mengna Cao, Hujun Xie
Summary: This review discusses the current research status and future development direction of ligand-controlled reaction selectivity in nickel- and palladium-catalyzed cross-coupling reactions.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Chaorong Wang, Zhencheng Lai, Hujun Xie, Sunliang Cui
Summary: This study demonstrated the use of triazenyl alkynes as versatile building blocks in multicomponent reactions, leading to the synthesis of beta-amino amides with high diastereoselectivity and structural diversity. The bifunctionality of triazenyl alkynes, acting as both C2 fragment and directing group, played a crucial role in achieving the desired outcomes. Furthermore, the triazenyl group allowed for diverse late-stage transformations, opening up new possibilities for building block discovery and rational design of MCRs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Engineering, Environmental
Ji Mi, Shuaishuai Bai, Lu Zhao, Guijin He, Yongsheng Guo, Hujun Xie, Wenjun Fang
Summary: Using polymer-based macromolecular initiators to accelerate the cracking reaction of hydrocarbon fuels for better cooling efficiency, and a novel polyester macromolecular initiator is designed. The MI demonstrates efficient thermal cracking of hydrocarbon fuels in experiments, effectively accelerating the dehydrogenation of hydrocarbon fuels.
CHEMICAL ENGINEERING JOURNAL
(2021)
Article
Agriculture, Multidisciplinary
Gongshuai Song, Qingcheng Wang, Mengna Zhang, Huijuan Yang, Hujun Xie, Qiaoling Zhao, Qinchao Zhu, Xiaodi Zhang, Honghai Wang, Pingya Wang, Qing Shen
Summary: The study established a fast lipidomics phenotyping approach using iKnife REIMS for real-time screening of n-7 phospholipids in five kinds of economic seafood. Significant differences in n-7 phospholipids were confirmed, with salmon having the highest content. The main n-7 phospholipids were identified based on characteristic ions, demonstrating the effectiveness of iKnife REIMS for screening marine biological resources.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Chemistry, Applied
Qing Shen, Gongshuai Song, Honghai Wang, Yanping Zhang, Yiwei Cui, Hujun Xie, Jing Xue, Haixing Wang
Summary: Shrimp waste is a rich source of bioactive lipids, and the 1,2-dichloroethane method for extracting phospholipids shows comparable results to traditional methods. Different extraction methods significantly impact the lipidomics profile of the shrimp waste extract, but the diversity and percentage of molecular species remain generally consistent.
JOURNAL OF FOOD COMPOSITION AND ANALYSIS
(2021)
Article
Food Science & Technology
Mengna Cao, Jian Gao, Yang Li, Chengzhi Liu, Jieyu Shi, Fangfang Ni, Gerui Ren, Hujun Xie
Summary: Heat treatment plays a crucial role in the food industry, affecting the interactions between proteins and polysaccharides and thereby regulating the conformation and functional properties of proteins. Studies have shown that nanoparticles prepared under specific conditions have good stability and high encapsulation efficiency.
FOOD SCIENCE & NUTRITION
(2021)
Article
Chemistry, Multidisciplinary
Kuan Yu, Fengjie Yao, Qingrui Zeng, Hujun Xie, Hanfeng Ding
Summary: The first and asymmetric total syntheses of two C11-oxygenated hetisine-type diterpenoid alkaloids, (+)-davisinol and (+)-18-benzoyldavisinol, were described. The concise synthetic approach involved a HAT-initiated transannular redox radical cyclization, an ODI-Diels-Alder cycloaddition, and an acylative kinetic resolution, streamlining the synthetic design of C-20-diterpenoid alkaloids and paving the way for their modular syntheses.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Food Science & Technology
Min Zhang, Weibo Lu, Huicheng Yang, Pingan Zheng, Hujun Xie, Kang Chen, Jing Xue, Qing Shen
Summary: Through transesterification reactions, it was found that enrichment of EPA and DHA was superior with enzyme-catalysis compared to chemical catalysis.
LWT-FOOD SCIENCE AND TECHNOLOGY
(2021)
Article
Food Science & Technology
Haoxin Ye, Tingshuai Chen, Min Huang, Gerui Ren, Qunfang Lei, Wenjun Fang, Hujun Xie
Summary: The study utilized SA-PEC-WPI complexes as emulsifiers to prepare beta-carotene emulsions, showing high encapsulation efficiency and stability. Different release patterns of beta-carotene in simulated digestion process have important implications for nutraceutical delivery in food and supplement products.
Article
Chemistry, Applied
Hujun Xie, Chengzhi Liu, Jian Gao, Jieyu Shi, Fangfang Ni, Xin Luo, Ying He, Gerui Ren, Zisheng Luo
Summary: Complex nanoparticles of Zein-Lecithin-EGCG were successfully fabricated, showing high encapsulation efficiency and antioxidative capacity. The release of EGCG in simulated gastric and intestinal fluids behaved closely to Fick and First release mechanisms, respectively. The encapsulation of EGCG by Z-L nanocomplexes was achieved through electrostatic, hydrophobic, and hydrogen bonding interactions, leading to excellent stability and sustained release performance for potential applications in the food industry.
Correction
Chemistry, Applied
Zhenpeng Li, Quanquan Lin, David Julian McClements, Yuying Fu, Hujun Xie, Teng Li, Guowen Chen
Article
Chemistry, Applied
Chengzhi Liu, Nan Lv, Gerui Ren, Ruibo Wu, Binju Wang, Zexing Cao, Hujun Xie
Summary: The study investigated the binding mechanism of zein with EGCG, revealing that static quenching is the main interaction mode. Molecular dynamics simulation showed that EGCG prefers to bind to a pocket of zein formed by specific residues, with electrostatic and van der Waals interactions playing a dominant role in the binding. This research provides new insights into the interaction mechanism between zein and EGCG, which is crucial for developing plant protein as a tea polyphenol delivery system.
FOOD HYDROCOLLOIDS
(2021)
Article
Food Science & Technology
Mengna Cao, Chengzhi Liu, Jieyu Shi, Fangfang Ni, Jiaming Qi, Qing Shen, Min Huang, Gerui Ren, Shiyi Tian, Quanquan Lin, Xiaoxin Lu, Qunfang Lei, Wenjun Fang, Hujun Xie
Summary: In this study, ZEIN-HTCC nanoparticles were used as stabilizers to prepare stable oil-in-water Pickering emulsions, which could be stored for up to 21 days under specific conditions. Analysis indicated that zein and HTCC form a composite layer on the surface of oil droplets to prevent emulsion droplet aggregation. This novel zein-based Pickering emulsion shows potential as a carrier for lipophilic nutrients delivery.
FOOD RESEARCH INTERNATIONAL
(2021)
Article
Food Science & Technology
Jie Wang, Honghai Wang, Weibo Lu, Min Zhang, Jing Xue, Xina Yu, Hujun Xie, Qing Shen, Haixing Wang
Summary: This study investigated the effects of sodium replacers and flavor enhancers on the physiochemical properties, fatty acid composition, and sensory characteristics of sodium-reduced salted salmon. Results showed that replacing NaCl with KCl had lower sensory damage compared to using 100% NaCl, and the addition of yeast extract best improved the sensory defects caused by KCl. Ultimately, the study's findings can guide the production of healthier salted salmons with good sensory acceptance and low sodium content.
LWT-FOOD SCIENCE AND TECHNOLOGY
(2021)
Article
Chemistry, Physical
Jiafeng Wu, Yuanyi Feng, Yang Chen, Ting Fan, Yingwei Li
Summary: In this study, a dual-metal Zn-Co single-atom catalyst loaded on a double-shelled nitrogen-doped carbon material is designed to enable efficient confinement and catalytic conversion of lithium polysulfides. The catalyst exhibits a synergistic effect of dual-redox sites and an ingenious double-shelled structure, effectively reducing the energy barrier and diffusion of polysulfides compared to single-component counterparts. When used as a sulfur host, the catalyst shows satisfactory sulfur electrochemistry, including excellent reversible performance and superior areal capacity.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
