Article
Chemistry, Applied
Liming Zhang, Ru Zhao, Chunhui Liu, Zhaoyang Li, Jun-Long Niu, Hao-Ran Yang, Lijun Gao, Shuang-Liang Liu, Liming Zhou
Summary: The Rh(III)-catalyzed ortho alkylation of N-pyridylcarbazoles with nitroalkenes has been developed for the synthesis of a wide range of 2-(2nitroalkyl)carbazoles. Aromatic and aliphatic nitroalkenes both successfully participated in this alkylation reaction. The protocol also worked well with an indoline based substrate. Derivatization of the representative nitroalkane product was described.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Chongqing Pan, Si-Yong Yin, Shao-Bo Wang, Qing Gu, Shu-Li You
Summary: The development of tunable chiral cyclopentadienyl ligands bearing oxygen linkers has addressed the limitations of C-linked Cp ligands and their synthetic challenges, resulting in efficient catalysts for C-H arylation reactions. These catalysts have shown excellent yields and enantioselectivity in the synthesis of axially chiral heterobiaryls.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Chen Deng, Changchang Li, Jinzhong Yao, Quanli Jin, Maozhong Miao, Hongwei Zhou
Summary: A novel rhodium-catalyzed cyclization reaction is described, allowing for the selective construction of a variety of functionalized compounds with high yields.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Applied
Fei Zhao, Jing Chen, Jin Qiao, Yangbin Lu, Xiaoning Zhang, Hui Mao, Shiyao Lu, Xin Gong, Siyu Liu, Xiaowei Wu, Long Dai
Summary: This study achieved the synthesis of functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones by utilizing electron-deficient alkynes as unconventional C-1 synthons in a redox-neutral rhodium(III)-catalyzed [4+1] annulation. The process exhibited high chemo- and regioselectivity, broad substrate scope, good tolerance of functional groups, moderate to high yields, and mild redox-neutral conditions, providing a robust method to access valuable 1H-imidazo[1,5-a]indol-3(2H)-ones.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Xiaoting Gan, Fen Huang, Zhijun Ren, Bo Li, Shaojie Chen, Wenkun Luo, Jun Zhou
Summary: The synthesis of multi-substituted 1-aminoisoquinolines from aminopyridine pivalamides with alkynes by Rh(III)-catalyzed C-H activation coupling has been successfully achieved. This method is tolerant of various functional groups and provides moderate yields of highly substituted isoquinoline derivatives.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Applied
Zuguang Yang, Pinyi Li, Zhengkai Chen, Xiao-Feng Wu
Summary: A rhodium(III)-catalyzed C-H activation/[4+1] annulation reaction has been developed for the synthesis of diverse trifluoroacetimidoyl-substituted 11H-isoindolo[2,1-a]indoles. The reaction cascade involves C-H imidoylmethylation, tautomerization, and AgOAc-mediated C-N bond formation.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Joe Massouh, Antoine Petrelli, Virginie Belliere-Baca, Damien Herault, Herve Clavier
Summary: A rhodium(III)-based catalytic system was used to activate C-H bonds in benzaldehyde derivatives and functionalize them with dioxazolones to produce imides. The study emphasized the importance of the directing group's nature for selectively activating aldehydic C-H bonds. The research showed that this transformation could be applied to various dioxazolones, benzaldehyde derivatives, and an acrolein derivative, highlighting the synthetic utility of the rhodium-catalyzed aldehydic C-H amidation reactions.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Manisha, Shiv Shankar Gupta, Ankit Kumar Dhiman, Upendra Sharma
Summary: An efficient Rh-catalyzed method has been developed for selective C7 halogenation of N-pyrimidyl indolines, producing corresponding halides in good to excellent yields. The strategy demonstrates broad substrate scope, excellent regioselectivity for C7 functionalization of indolines, and feasibility at gram scale level. Various control experiments were conducted to understand the reaction pathway, and the applicability of the methodology was demonstrated by synthesis of indoles and post-transformation of the C7 halogenated indolines into different valuable molecules.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Yongqi Yu, Zhen Xia, Qianlong Wu, Da Liu, Lin Yu, Yuanjiu Xiao, Ze Tan, Wei Deng, Gangguo Zhu
Summary: A highly novel and direct synthesis of benzoxazinones was developed through Cp*Co(III)-catalyzed C-H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups, enabling efficient synthesis of diverse benzoxazinones.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Organic
Tao Liu, Lingli Han, Jing Zhang, Gang Lu
Summary: Density functional theory calculations were used to investigate the competing pathways of rhodacycle intermediates in Rh(III)-catalyzed annulations of 2-alkenyl phenols and 2-alkenyl anilides with alkynes. The results reveal that the multiple pathways of eight-membered rhodacycles can be subtly tuned to give specific cyclic products. The formation of different cyclic products from 2-alkenyl phenols and 2-alkenyl anilides is governed by different pathways involving the dissociation of Rh-O bond and intramolecular olefin migratory insertion, respectively.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Franco Della-Felice, Margherita Zanini, Xiaoming Jie, Eric Tan, Antonio M. Echavarren
Summary: The Rh-III-catalyzed allylic C-H alkynylation of non-activated terminal alkenes selectively leads to linear 1,4-enynes at room temperature. Additionally, the vinylic C-H alkynylation of alpha, beta- and beta, gamma- unsaturated amides gives conjugated Z-1,3-enynes and E-enediynes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Saiprasad Nunewar, Sanjeev Kumar, Harishchandra Pandhare, Srinivas Nanduri, Vinaykumar Kanchupalli
Summary: The study reports the highly tunable selectivity of Rh(III)-catalyzed annulations of N-carboxamide indoles with iodonium ylides, leading to the formation of synthetically important N-heterocycles. The protocol is operationally simple, provides novel scaffolds, and can be easily scaled up.
Article
Chemistry, Organic
Wucheng Xie, Xinyi Jian, Liyang Zhang, Kexin Jin, Junjun Shi, Feng Zhu
Summary: The C-H activation of sulfoxonium ylides catalyzed by rhodium(III) followed by annulation with alkynylsulfones allows for the high regioselective assembly of C3-sulfone-substituted naphthols. This method is a step-economical approach that is complementary to previous protocols, with a wide substrate scope and broad functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Physical
Liexin Wu, Huiying Xu, Hui Gao, Liping Li, Weijie Chen, Zhi Zhou, Wei Yi
Summary: The study presents a (CpRh)-Rh-X(III)-catalyzed enantioselective intermolecular carboamination of 1,3-dienes, allowing the direct synthesis of chiral allylic amines with phenol functionalities under mild conditions. The mechanistic pathway involves an unusual Rh(III)-Rh(I)-Rh(III) catalytic cycle and has shown potential in the derivation of natural products and bioactive complexes.
Article
Chemistry, Organic
Saad Shaaban, Houhua Li, Christian Merten, Andrey P. Antonchick, Herbert Waldmann
Summary: The study reported a method for the catalytic enantioselective C-H functionalization for enantioenriched cyclopropylamines using a chiral RhJasCp complex. This method operates under mild conditions with high enantiocontrol, enabling access to cyclopropylamines with three contiguous stereocenters originating from the corresponding cyclopropenes.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Ye Jin, Min Li, Mao Liu, Qingmei Ge, Hang Cong, Zhu Tao
Summary: In this study, a selective pinacol rearrangement of hydrobenzoin compounds was achieved through a heterogeneous catalysis strategy in the presence of cucurbit[7]uril. Unexpectedly, the ketone was generated as the sole product under optimized conditions due to the cucurbit[7]uril-controlled hydride migration. The catalytic activity of cucurbit[7]uril was confirmed through five recycled runs. The experimental analysis and DFT calculation revealed the crucial role of supramolecular encapsulation in fixing the phenyl groups on hydrobenzoin compounds and triggering the hydride migration, leading to the preferential formation of ketone.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Tianmei Zhang, Min Cai, Wenfeng Zhao, Mao Liu, Nan Jiang, Qingmei Ge, Hang Cong
Summary: We developed a practical and efficient electrochemical approach for the synthesis of pi-conjugated phosphonium salts through intramolecular annulation and C-P bond construction. This reaction took place under catalyst- and adscititious oxidant-free conditions at room temperature. A variety of substituted pi-conjugated phosphonium salt products were obtained with good functional group tolerance and yields. A gram-scale reaction demonstrated the potential of this protocol for practical applications. Preliminary mechanistic studies suggested the involvement of free radicals in this process.
Review
Polymer Science
Ying Fan, Zhengkun Bai, Qingmei Ge, Nan Jiang, Mao Liu, Hang Cong, Yunqian Zhang
Summary: Conjugated polymers such as polyaniline (PANI) have attracted attention for their conductivity, stability, ease of preparation, and application potential. PANI has been found to enhance photocatalytic activity under UV light and natural sunlight, and its applications in the preparation of composite photocatalysts for degradation of dyes, pharmaceuticals, and pesticides are summarized. Synergistic effects between PANI and semiconductor nanomaterials or other carbon materials are observed, and the mechanism of photocatalytic activity enhancement is explained by analyzing the band structure of composite photocatalyst.
JOURNAL OF POLYMER RESEARCH
(2023)
Article
Materials Science, Multidisciplinary
Zheng-Kun Bai, Qing-Mei Ge, Nan Jiang, Hang Cong, Zhu Tao, Mao Liu, Ying Fan
Summary: A novel supramolecular photocatalyst, g-C3N4/ Ag3PO4@Q [7] composite, with the macrocyclic compound of cucurbit [7]uril (Q [7]) block, is successfully prepared by ternary organic-inorganic hybridization. It is applied for the photo-driven degradation of pyroquilon and admire pesticides in the irradiation of visible light. The photocatalyst exhibits high degradation efficiency, stability, and reusability, offering performance advantages of low energy consumption and fast reaction rates compared to reported photocatalysts.
Review
Biochemistry & Molecular Biology
Ruihan Gao, Qingmei Ge, Hang Cong, Yunqian Zhang, Jianglin Zhao
Summary: This article introduces cucurbit[n]uril supramolecular hydrogels, which are driven by weak intermolecular interactions and exhibit stimuli responsiveness and self-healing properties. The hydrogels are composed of Q[n]-cross-linked small molecules and polymers, and are driven by different forces including outer-surface interaction, host-guest inclusion interaction, and host-guest exclusion interaction. These host-guest interactions enable the hydrogels to spontaneously recover after damage, prolonging their service life. The Q[n]-based supramolecular hydrogel is an adjustable and low-toxicity soft material that can be widely used in biomedicine.
Article
Chemistry, Organic
Yan-Fang Xue, Jie Liu, Qingmei Ge, Nan Jiang, Wen-Feng Zhao, Mao Liu, Jiang-Lin Zhao, Hang Cong
Summary: In this study, a supramolecular strategy was used for the asymmetric hydrogenation of 4-methylumbelliferone by electrochemical reduction in the presence of a chiral macrocyclic multifarane[3,3]. The reaction afforded a L-7-hydroxy-4-methylchroman-2-one product with a chemical yield of 65% and enantioselectivity up to >99% ee. The developed chiral supramolecular electrode exhibited high stability, allowing for recyclability and repeatability in the electrolysis. The application of this strategy was successfully extended to other coumarin derivatives, providing satisfactory chemical yields and enantioselectivities.
Article
Chemistry, Organic
Youyuan Zhao, Ye Jin, Mao Liu, Wenfeng Zhao, Nan Jiang, Qingmei Ge, Hang Cong, Zhu Tao
Summary: An electrochemical method for generating 1,2-diols has been developed, which eliminates the need for separation before using them in the pinacol rearrangement process. This electro-organic strategy offers mild reaction conditions and avoids the use of reductants. By controlling the pinacol rearrangement, controllable hydride-migrated product 1,2-disubstituted can be obtained. The key factor in achieving selectivity is the use of the macrocyclic compound cucurbit[7]uril, which plays a crucial role in interacting with the aromatic ring of the 1,2-diol. The mechanism involving electroreductive coupling and pinacol rearrangement processes has been elucidated based on experimental results.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ying Fan, Ran Cen, Peihui Shan, Carl Redshaw, Hang Cong, Xin Xiao, Qingmei Ge
Summary: The supramolecular assembly of symmetrical tetramethylcucurbit[6]uril (TMeQ[6]) and 2-picolylamine (AMPy) was studied using various techniques, including UV-vis spectroscopy, NMR spectroscopy, ITC, and X-ray crystallography. The results showed that TMeQ[6] could form a stable inclusion complex with AMPy. The rotational restriction of AMPy in the cavity of TMeQ[6] resulted in a large negative entropy value. The X-ray crystal structure revealed that AMPy was located in the elliptical cavity of TMeQ[6].
Review
Chemistry, Analytical
Xiao-Fan Wu, Qing-Mei Ge, Nan Jiang, Wen-Feng Zhao, Mao Liu, Hang Cong, Jiang-Lin Zhao
Summary: Chiral substances exist naturally in abiotic and living systems. Recognizing and detecting chiral substances in the natural environment, as well as analyzing and detecting them in biological systems, are crucial. Chiral recognition is a research hotspot in fields such as clinical medicine, pharmacology, and biochemistry. Many researchers have developed various sensors with different functionalized materials to detect and analyze enantiomers. Supramolecular systems have important applications in the development of molecular recognition technologies, and the development of supramolecular chemistry is closely related to research on molecular devices. This review summarizes the principles of chiral supramolecular sensors for the detection of enantiomers from the perspective of various sensor types and also highlights the prospects of supramolecular chiral sensors in future research.
Article
Nanoscience & Nanotechnology
Xian-Yi Jin, Jie Zhao, Qingmei Ge, Nan Jiang, Mao Liu, Hang Cong, Yun-Qian Zhang
Summary: Carbonaceous nanomaterials are prepared as super-capacitor electrode materials using supramolecular synthesis. These materials have high electronic conductivity, large specific surface area, and low cost. By carbonization at different temperatures, N, O, P, and Mo-enriched carbon nanomaterials with mesoporous structures are obtained.
ACS APPLIED NANO MATERIALS
(2023)
Article
Chemistry, Organic
Yan-Fang Xue, Jie Liu, Qingmei Ge, Nan Jiang, Wen-Feng Zhao, Mao Liu, Hang Cong, Jiang-Lin Zhao
Summary: The supramolecular strategy was successfully used for the asymmetric hydrogenation of 4-methylumbelliferone by electrochemical reduction. A chiral macrocyclic multifarane[3,3] was utilized as the catalyst, leading to a L-7-hydroxy-4-methylchroman-2-one product with a chemical yield of 65% and enantioselectivity up to >99% ee. The developed chiral supramolecular electrode exhibited high stability, allowing for recyclability and repeatability in the electrolysis. Moreover, the strategy was applicable to other coumarin derivatives, providing satisfactory chemical yields and enantioselectivities.
Review
Chemistry, Multidisciplinary
Lianhua Chen, Yuting Liu, Hang Cong, Qingmei Ge, Wenfeng Zhao, Nan Jiang, Qian Zhang
Summary: This article reviews the important role of proton exchange membrane (PEM) electrolyzers in sustainable energy conversion and storage. It highlights the challenges posed by the oxygen evolution reaction (OER) and the need for competent and robust electrocatalysts in acidic media. The review discusses recent progress in understanding the OER mechanisms, deactivation mechanisms, scaling relations, and electronic descriptors of OER catalysts using theoretical computations and advanced operando characterization. Strategies for enhancing OER performance and stability are also discussed, along with a description of representative catalysts reported in the last five years.
MATERIALS CHEMISTRY FRONTIERS
(2023)
Review
Polymer Science
Wenfeng Zhao, Qinmei Ge, Hu Li, Nan Jiang, Shangwei Chen, Song Yang, Hang Cong
Summary: Using organic polymers as catalysts for CO2 photoreduction is a highly promising approach to addressing energy and environmental issues, due to their outstanding CO2 adsorption capacity, photochemical performance, and tunable structure.
Article
Chemistry, Physical
Xian-Yi Jin, Xin Dai, Jie Zhao, Qingmei Ge, Mao Liu, Zhu Tao, Hang Cong
Summary: A supramolecular polymer was developed by encapsulating polypyrrole in cucurbit[6]uril, improving the capacitor ability of conductive polypyrrole. The optimized ratio resulted in high specific capacitance and good cycling capacity. This study contributes to the improvement of supercapacitor performance.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Chemistry, Multidisciplinary
Xin Dai, Xian-Yi Jin, Rui-Han Gao, Qing-Mei Ge, Kai Chen, Nan Jiang, Hang Cong, Zhu Tao, Mao Liu
Summary: In this study, an innovative photoanode material g-C3N4/Q[6]-Co NPs was successfully fabricated, which showed significant improvement in photocurrent density and photoconversion efficiency compared to the pristine g-C3N4 catalyst. The high visible light absorption of g-C3N4/Q[6]-Co NPs ensured the formation of a large number of photogenerated electron-hole pairs, and the holes were transferred to the g-C3N4 film through the semiconductor-metal interface, inhibiting charge recombination and enhancing photocurrent performance.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
