Article
Chemistry, Multidisciplinary
Mingjie Liu, Junnan Liu, Jing Li, Zhenghua Zhao, Kai Zhou, Yueming Li, Peipei He, Jiashu Wu, Zongbi Bao, Qiwei Yang, Yiwen Yang, Qilong Ren, Zhiguo Zhang
Summary: This study demonstrates a novel strategy to address the limitations of aryl-ketone photocatalysts in terms of photostability and photoinduced electron transfer applications. By incorporating symmetric aryl ketones into conjugated covalent organic frameworks, improvements in photostability, electronic transfer efficiency, and structure-performance relationships were observed. This system provides a robust rule of thumb for designing new-generation aryl-ketone photocatalysts.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Yingming Ren, Yaxin Ge, Qinqin Yan, Shiliu Chen, Yang Li, Lijun Li, Zhong-Quan Liu, Zejiang Li
Summary: The study explores a free radical-initiated cascade cyclization of unactivated alkenes with chloralkanes, providing a protocol for the synthesis of chlorinated heterocycles or polycyclic compounds through selective activation of the alpha-C(sp(3))-H bond of chloralkanes. Various radical inhibition experiments, radical capture operations, and radical clock tests were conducted in this system.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Applied
Han Gao, Lin Guo, Chengcheng Shi, Yining Zhu, Chao Yang, Wujiong Xia
Summary: A transition-metal-free photoinduced radical-mediated alpha-oxy C-H cyclobutylation reaction was developed, which enables the synthesis of 1,3-disubstituted cyclobutanes in high yields. The reaction proceeds via photo-induced hydrogen atom transfer to generate alpha-oxy carbon-centered radical intermediates.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Xinqi Li, Zhen Wan, Xiaoyun Hu, Hua Zhang
Summary: Direct C-S borylation of aryl sulfides with B(2)pin(2) has been achieved through a transition-metal-free photochemical process under blue LED irradiation, using 1,4-benzoquinone as the photosensitizer. This transformation offers a new opportunity for the conversion of alkylthio group, which is widely present, into a convertible group for organic synthesis.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Gianluigi Albano, Gianfranco Decandia, Maria Annunziata M. Capozzi, Nicola Zappimbulso, Angela Punzi, Gianluca M. Farinola
Summary: The study found that IR irradiation-assisted solvent-free Pd-catalyzed direct C-H bond arylation of (hetero)arenes was achieved, tolerating many functional groups and making an important contribution to the development of protocols fitting with the principles of green chemistry.
Article
Chemistry, Organic
Yi-Ming Wei, Xiao-Di Ma, Meng-Fei Wang, Xin-Fang Duan
Summary: Fe-catalyzed difunctionalization of aryl titanates through double C-H activation has been developed. Aryl titanates are arylated via ortho C-H activation, followed by ipso electrophilic trapping of the C-Ti bond. The ortho C-H arylation is promoted by a 1,2-Fe/Ti heterobimetallic arylene intermediate and involves another ortho C-H activation directed by benzamides, esters, and nitriles.
Article
Chemistry, Multidisciplinary
Qu-Ping Hu, Yu-Tao Liu, Yong-Ze Liu, Fei Pan
Summary: A method for the remote regioselective alkynylation of unactivated C(sp(3))-H bonds in diverse aliphatic amides by photogenerated amidyl radicals has been developed. The site-selectivity is dominated via a 1,5-hydrogen atom transfer (HAT) process of the amide. Mild reaction conditions and high regioselectivity are demonstrated in this methodology.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Applied
Ruizhe Wang, Xinyu Wang, Shuai Mao, Yahao Zhao, Bo Yuan, Xue-Yan Yang, Jianjun Li, Zhengkai Chen
Summary: A light-mediated C-Se bond coupling reaction between aryl halides and diselenides has been achieved under mild and photocatalyst-free conditions, resulting in the synthesis of aryl selenoethers. The transformation offers readily available materials, mild reaction conditions, a broad substrate scope, and high efficiency. A plausible mechanism has been proposed based on the initial mechanistic investigation, and the protocol is also applicable for forging C-S and C-Te bonds using disulfides and ditellurides.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Multidisciplinary Sciences
Dingyi Wang, Mingjie Li, Chengdong Shuang, Yong Liang, Yue Zhao, Minyan Wang, Zhuangzhi Shi
Summary: The authors report a method that appends arenes to arylphosphines via rhodium-catalyzed P(III)-directed ortho C-H activation, enabling one-fold, two-fold, and three-fold direct arylation of these compounds. This method provides a solution to the challenges associated with the modular preparation of biaryl monophosphines.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Alexander Reckziegel, Manjinder Kour, Beatrice Battistella, Stefan Mebs, Katrin Beuthert, Robert Berger, C. Gunnar Werncke
Summary: In this study, a variety of trigonal imido cobalt complexes were synthesized with very long Co-N-Aryl bonds. Their electronic structure was investigated using physical and spectroscopic methods, leading to the description of highly unusual imidyl cobalt complexes. Computational analyses supported these findings and revealed the role of the high-spin state in the imidyl character.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Organic
Shyamal Kanti Bera, Rosalin Bhanja, Prasenjit Mal
Summary: The use of sustainable energy sources in synthetic organic chemistry has become a popular research topic due to concerns about environmental pollution and global warming. This review focuses on photocatalyst-free and transition-metal-free light-induced reactions for building carbon-carbon (C-C) bonds. Various reaction systems discussed include carbene intermediates, radical intermediates, and cyclization for miscellaneous C-C bond formation.1 Introduction2 C-C Bond Formation via Carbene Intermediates3 C-C Bond Formation via Radical Intermediates4 Miscellaneous C-C Bond Formation via Cyclization5 Conclusion
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Organic
Yuliang Liu, Haoyu Li, Shunsuke Chiba
Summary: A protocol for photoinduced cross-coupling of aryl iodides and alkenes has been developed, utilizing a radical cascade mechanism. This method enables selective coupling of iodides over other halogen leaving groups and is compatible with various functional groups on both arene and alkene motifs.
Article
Chemistry, Multidisciplinary
Jia Qiao, Rui-Nan Ci, Qi-Chao Gan, Cheng Huang, Zan Liu, Hui-Lan Hu, Chen Ye, Bin Chen, Chen-Ho Tung, Li-Zhu Wu
Summary: The activation of the alpha-C-H bond of ketones typically requires an amine and a directing group to guide the reaction selectivity in amine-catalysis carbonyl chemistry. Here, we report the first alpha-alkylation of cyclic ketones in the absence of an amine catalyst and directing group. A direct and selective activation of the inert alpha-C-H bond of ketones chelating on the surface of colloidal quantum dots is achieved, leading to the formation of an alpha-carbon radical intermediate. This transformation opens a new way for alpha-C-H functionalization of ketones in carbonyl chemistry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Bo Li, Ke Wang, Huifeng Yue, Alwin Drichel, Jingjing Lin, Zhenying Su, Magnus Rueping
Summary: In this study, a mild and visible-light-induced method for the synthesis of aryl borates without the use of base, transition metal-ligand complex, or photoredox catalyst was reported. The reaction showed excellent functional group tolerance and was successfully applied to the late-stage modification of natural products and the synthesis of a drug intermediate.
Article
Chemistry, Organic
Bin Sun, Yu Jiang, Pan-Yi Huang, Pei-Xuan Li, Chun Lv, Yan Xu, Jia-Yang Wang, Can Jin
Summary: In this study, a photoinduced desaturative β-C(sp(3))-H bond amidation of N-phenylpiperidine using phthalimide as an aminating source enabled by an electron donor-acceptor (EDA) complex was explored. This protocol offers an environmentally friendly, simple, and efficient method for accessing β-C(sp(2))-H amidation piperidine derivatives without the need for high temperatures, transition metals, and photosensitizers required for traditional C(sp(3))-H functionalization. Moreover, the obtained products can be further modified and transformed into enamines by treatment with hydrazine.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Chen-Chen Li, Jian Kan, Zihang Qiu, Jianbin Li, Leiyang Lv, Chao-Jun Li
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Physical
Rui Wang, Hongyan Xu, Tingting Li, Ying Zhang, Shoufeng Wang, Guozhu Chen, Cuncheng Li, Huaiqing Zhao
Article
Chemistry, Organic
Xiao Du, Yuntao Hu, Darun Yang, Decai Huang, Wendi Yang, Hailong Wu, Huaiqing Zhao
Summary: The synthesis of isoindolinones from N-methoxy benzamides and saturated ketones has been achieved through a bimetallic tandem catalytic annulation. The reaction is catalyzed by a Rh/Cu-cocatalytic system, involving Cu-catalyzed dehydrogenation of ketones and Rh-catalyzed direct C-H functionalization with the assistance of the N-methoxy amide group as an oxidant to regenerate the Rh catalyst. This method is compatible with a wide range of substrates and functional groups, providing an alternative strategy for obtaining diverse isoindolinones.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Jian Kan, Zhangpei Chen, Zihang Qiu, Leiyang Lv, Chenchen Li, Chao-Jun Li
Summary: This study reports a direct deoxygenative allylation and olefination of carbohydrates by using an umpolung strategy of carbohydrate carbonyls. This method overcomes the intrinsic problems of carbohydrates, allowing selective functionalization of natural carbohydrates.
Article
Engineering, Chemical
Shuai Wang, Yipin Lv, Xilong Wang, Daowei Gao, Aijun Duan, Huaiqing Zhao, Peng Zheng, Guozhu Chen
Summary: A well-designed catalyst with platinum and gold encapsulated in zeolite was studied for semi-hydrogenation reaction. Gold nanoparticles and zeolite surface were identified as the active sites for the reaction, with the gold active site showing preferable selectivity for phenylacetylene and 1,5-cyclooctadiene.
Article
Chemistry, Inorganic & Nuclear
Jingwen Li, Riming Hu, Wei Liu, Daowei Gao, Huaiqing Zhao, Chunsheng Li, Xuchuan Jiang, Guozhu Chen
Summary: In this study, porous CeO2-MnO2 binary oxides were prepared through an interfacial reaction between Ce2(SO4)3 and KMnO4 without any additives. The as-prepared catalyst showed higher Ce3+, Mn3+, and Mn4+ content, larger surface area, and more oxygen vacancies. It exhibited superior catalytic activity (98% conversion and 97% selectivity) in the oxidative coupling reaction of alcohols with amines to form imines, and worked effectively under a wide range of temperatures and substrates. In-depth analyses demonstrated a strong interaction between CeO2 and MnO2 in the catalyst, leading to a positive synergistic effect in the direct coupling reaction.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Shuai Wang, Yipin Lv, Jianyu Ren, Zhou Xu, Qiuping Yang, Huaiqing Zhao, Daowei Gao, Guozhu Chen
Summary: In this study, we propose a modularized hydrogenation mode by utilizing Pt nanoclusters for H2 dissociation and Cu nanoparticles for substrate activation. A TS-1 zeolite@mesoporous silica material with Pt and Cu confined in micropores and mesopores, respectively, was fabricated. This design allows for efficient hydrogen dissociation on Pt sites followed by substrate activation on Cu sites, resulting in a highly selective and active furfural hydrogenation system.
Article
Chemistry, Physical
Decai Huang, Hao Sun, Jingwen Li, Hongyan Xu, Huaiqing Zhao
Summary: Given the importance of amides in pharmaceutical and chemical industries, a Co-Ni composites (Co-Ni-CM) heterogeneous catalytic system for the synthesis of amides from the oxidative coupling of aldehydes with N-substituted formamides has been successfully developed. The catalyst exhibited good catalytic ability and was compatible with functional groups. The Co-Ni interaction was found to be crucial for the catalytic activity of the catalyst, and a free radical process was involved in the transformation.
Article
Chemistry, Multidisciplinary
Decai Huang, Hao Sun, Jingwen Li, Junhao Zheng, Darun Yang, Guozhu Chen, Daowei Gao, Huaiqing Zhao
Summary: The heterogeneous BPDC-RuO2-CeO2 catalyst derived from Ce-BPDC MOFs can efficiently catalyze the oxidation of amines under mild conditions, and it can be recycled for up to six times without significant loss of catalytic activity.
Article
Chemistry, Organic
Darun Yang, Hongyan Xu, Xuejun Zhang, Yuntao Hu, Decai Huang, Huaiqing Zhao
Summary: An external oxidant free Ru(ii)-catalyzed C-H activation followed by an intermolecular annulation between oximes and sulfoxonium ylides has been developed, which provides isoquinoline derivatives in moderate to good yields with a broad range of substrates. This protocol was successfully applied to the synthesis of moxaverine.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Analytical
Shan-Shan Shi, Li-Ping Jia, Wei Zhang, Rong-Na Ma, Lei Shang, Xiao-Jian Li, Huai-Qing Zhao, Huai-Sheng Wang
Summary: A label-free electrochemical aptasensor with Bi-Sb alloy materials (Bi-Sb AMs) was developed for ultrasensitive detection of HER-2, a prognostic biomarker for breast cancer. The aptasensor performance was greatly enhanced by the introduction of high conductivity Bi-Sb AMs. Integration of the aptasensor with the Sensit Smart U-disk electrochemical analyzer enabled point-of-care testing (POCT) for HER-2, with a wide linear response range and low detection limit.
Article
Chemistry, Organic
Rui Wang, Hongyan Xu, Ying Zhang, Yuntao Hu, Yingsu Wei, Xiao Du, Huaiqing Zhao
Summary: The direct C2-H thiolation of azoles with Bunte salts was successfully achieved under the combined action of copper and silver salts, providing various substituted 2-thioazoles in moderate to good yields. This method exhibits a broad substrate scope and good functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Biping Xu, Yaping Shang, Xiaoming Jie, Xiaofeng Zhang, Jian Kan, Subhash Laxman Yedage, Weiping Su
Article
Chemistry, Multidisciplinary
Xi Zhou, Hongyan Xu, Qiaodan Yang, Hua Chen, Shoufeng Wang, Huaiqing Zhao
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Organic
Ningxin Guo, Xiufen Liu, Hongyan Xu, Xi Zhou, Huaiqing Zhao
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
