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JOURNAL OF ORGANIC CHEMISTRY · 2022 · IF 4.198

Protoboration of Alkynes and Miyaura Borylation Catalyzed by Low Loadings of Palladium

Lei Xu,Zheng Dong,Qi Zhang,Ning Deng,Shi-Yu Li,Hua-Jian Xu

The versions of Miyaura borylation and protoboration of alkynes catalyzed by low loadings of palladium (400 mol ppm = 0.04 mol %) have been developed. These transformations have a broad substrate scope, good functional-group compatibility, and gram-scale synthetic ability.

CAS / MDL: 873-73-4 127-08-2
研究领域: 有机化学 · 催化化学
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Nano Research · 2019 ·Vol. 12 ·期 7 ·1733-1738 · IF 8.515

Gram-scale synthesis of all-inorganic perovskite quantum dots with high Mn substitution ratio and enhanced dual-color emission

Dong Lvming,Chen Zhuo,Ye Lei,Yu Yan,Zhang Jianbing,Liu Huan,Zang Jianfeng

Mn-doped all-inorganic perovskite quantum dots (QDs) provide prominent applications in the fields of low-cost light source or display, because of their remarkable properties including dual-color emission and reduced lead content, as well as high photoluminescence quantum yields (PLQYs) and high stability. However, the existing synthesis approaches usually require hash conditions, such as high temperature and nitrogen protection, which is a major hurdler for the practical manufacturing. In addition, the significantly high Mn substitution ratio in CsPbX 3 QDs is still challenging. The real dual-color emission with two strong emission peaks in the Mn-doped all-inorganic perovskite QDs has attracted great interest. Here we present a gram-scale approach to synthesize both CsPb x Mn 1− x Cl 3 and CsPb 1− x Mn x Cl y Br 3− y QDs at 100 °C in the air with high Mn substitution ratio, up to 55.64% atomically. The as-prepared CsPb 1− x Mn x Cl y Br 3− y QDs exhibit high PLQYs of 62.41% and dual-color emission with two strong emission peaks around at 400–450 nm and 600 nm, respectively. The enhanced peak at 400–450 nm is a result of the hybrid halides in CsPbBr x Cl 3− x host. Furthermore, the unique advantage of the optical emission and high PLQYs properties of the CsPb x Mn 1 − x Cl 3 QDs has been demonstrated as invisible ink for encryption applications and polymer composites. Our gram-scale synthesis approach for Mn-doped all-inorganic perovskite QDs may boost the future research and practical applications of QDs-based white LED, spintronics, and molecular barcoding.

研究领域: 材料科学 · 光学
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TETRAHEDRON LETTERS · 2018 ·Vol. 60 ·期 5 ·402-406 · IF 2.125

A practical multigram-scale method for the green synthesis of 5-substituted-1H-tetrazoles in deep eutectic solvent

Xingquan Xiong,Chao Yi,Xu Liao,Shilin Lai

A series of 5-substituted-1 H -tetrazoles have been efficiently synthesized in moderate to excellent yields (68–90%) under mild reaction conditions by combining aryl aldehydes, hydroxylamine hydrochloride with sodium azide in the presence of catalytic amount of Cu(OAc) 2 in deep eutectic solvent (DES). The new synthetic method has many advantages, such as high conversion, green reaction medium, easy work-up, low cost, and environment friendly.

研究领域: 有机化学 · 药物化学 · 绿色化学 · 合成方法学
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Frontiers in Chemistry · 2018 · IF 4.155

Gram-Scale Synthesis of Blue-Emitting CH3NH3PbBr3 Quantum Dots Through Phase Transfer Strategy

Zhang Feng,Xiao Changtao,Li Yunfei,Zhang Xin,Tang Jialun,Chang Shuai,Pei Qibing,Zhong Haizheng

Reprecipitation synthesis has been demonstrated to be a simple and convenient route to fabricate high quality perovskite quantum dots toward display applications, whereas the limited chemical yields (< 10%) and difficulty of purification limited its further application. In order to overcome this issue, we here report a modified emulsion synthesis by introducing phase transfer strategy, which achieving effective extraction of newly formed perovskite quantum dots into non-polar solvent and avoiding the degradation of perovskite quantum dots to a large extent. Based on this strategy, gram-scale CH3NH3PbBr3 quantum dots were fabricated in 10 mL (~0.02 mol/L) colloidal solution with chemical yields larger than 70%. The as fabricated CH3NH3PbBr3 quantum dots exhibit an emission peak of 453 nm and a full width at half maximum of only 14 nm. Moreover, electroluminescent devices based on blue emitting CH3NH3PbBr3 quantum dots were also explored with a maximum luminance of 32 cd/m2, showing potential applications in blue light emitting devices.

CAS / MDL: 111-86-4 64-17-5
研究领域: 材料科学 · 光电技术
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ChemNanoMat · 2019 ·Vol. 6 ·期 2 ·258-266 · IF 3.431

Single-Solvent, Ligand-Free, Gram-Scale Synthesis of Cs4PbBr6 Perovskite Solids with Robust Green Photoluminescence

Yunwei Wei,Ruijia Sun,Yuehua Li,Yuhai Zhang,Yizhong Lu,Xiaoming Li,Guozhu Chen,Bingqiang Cao,Cuncheng Li,Haibo Zeng

The preparation of luminescent Cs 4 PbBr 6 perovskite solids with current methods either needs a complex procedure, or needs a variety of ligands, and a combination of good solvents and anti-solvents. The potential environmental risks are inevitable when they are produced in large scale. Herein, an environmentally friendly route for the mass production of luminescent Cs 4 PbBr 6 perovskite solids using a single solvent under ambient conditions is presented. Gram-scale Cs 4 PbBr 6 perovskite solids are produced within tens of minutes using a small amount of DMF, specifically, 4 mL DMF solution can produce over 10 g products per batch. Because no ligands and anti-solvents are utilized in the whole procedures, the ligand-free Cs 4 PbBr 6 perovskite solids are facilely harvested after the evaporation of solvent. More importantly, the solvent vapor can be recovered and reutilized, which can eliminate the environmental pollution caused by organic solvent. The experimental results revealed that the solvent, reaction time, and PbBr 2 /CsBr molar ratios are crucial for the formation of Cs 4 PbBr 6 perovskite solids and their luminescent performances. Such Cs 4 PbBr 6 perovskite solids exhibit strong green PL emission, high PL quantum yield and reversible fluorescent response towards heat and light, which enable them to be suitable for applications in optoelectronic devices.

研究领域: 材料科学 · 化学 · 纳米技术 · 环境科学
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CHEMISTRY OF MATERIALS · 2022 · IF 10.508

Facile Guest-Mediated Method for Gram-Scale Synthesis of Superhydrophilic Metal–Organic Frameworks

Yang Xu,Yuxin Liu,Hongliang Han,Zhanfang Ma

Superhydrophilic metal–organic frameworks (MOFs) are ideal materials for many applications in an aqueous environment, such as catalysis, drug delivery, and pollute absorption. However, current approaches fail to provide either an efficient way to enhance inside aqueous diffusion or a facile method for mass production. Here, aiming at the above issues, we presented a guest-mediated strategy to rapidly produce superhydrophilic MOFs in gram scale, based on the interaction between polarized polyoxometalate guests and hydrophobic channels. Experimental observation and theoretical simulation show that the assembled guests induced aqueous diffusion into channels, promoting water transportation. The confirmatory biocatalytic application indicated enhanced water filtration and mass transfer in MOFs, which was manifested by efficient substrate conversion in biological buffers. Because this strategy was generally valid to a variety of MOFs, it would unleash the potential of MOFs in an aqueous environment and bring many possibilities to this field.

研究领域: 材料科学 · 化学工程 · 催化 · 环境科学
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RESEARCH ON CHEMICAL INTERMEDIATES · 2015 ·Vol. 42 ·期 3 ·2035-2045 · IF 1.221

Reusable proline-based ionic liquid catalyst for the simple synthesis of 2-arylbenzothiazoles in a biomass medium

Yu Zhi-Yu,Fang Qiu-Sheng,Zhou Jia,Song Zhi-Bin

A simple, efficient, and eco-friendly aerobic procedure for synthesis of 2-substituted benzothiazoles catalyzed by facile prepared [N 2222 ][Pro] in a biomass medium (ethyl lactate) has been developed. The reactions afford the target 2-arylbenzothiazoles in good to excellent yields (>80 %) under air condition and was observed without use of chromatography. In addition, this proline-based ionic liquid catalyst can be easily recycled six times without loss of catalytic activity in gram scale synthesis.

CAS / MDL: 97-64-3 77-98-5
研究领域: 有机化学 · 催化 · 绿色化学
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SYNTHETIC COMMUNICATIONS · 2024 · IF 1.8

Photochemical oxidative coupling of thiols to disulfides using Bi quantum dots: Mild and efficient catalysis

Haiyan Xu,Yuanyuan Huang,Yinchun Liang,Nan Wang,Dejun Dong,Mengke Wang,Weichun Huang,You Zi,Zhanping Yang

Herein, we present an efficient synthesis method utilizing Bi quantum dots (QDs) as catalysts for the photochemical oxidative coupling of thiols to disulfides under mild conditions. The protocol offers low catalyst loading, simplicity in reaction setup as well as high efficiency. Aromatic thiols and aliphatic thiols are successfully transformed into disulfides with good to quantitative yields, demonstrating tolerance to various substituents and heterocycles. Additionally, the protocol extends to the synthesis of asymmetric disulfides and allows for gram-scale synthesis.

研究领域: 催化 · 有机化学 · 纳米技术
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JOURNAL OF ORGANIC CHEMISTRY · 2019 · IF 4.745

Regioselective N-Addition/Substitution Reaction of α-Alkylidene Pyrazolinones with Propargyl Sulfonium Salts to Construct Allylthio-Containing Pyrazolones

Shou-Jie Shen,Xiao-Li Du,Xiao-Li Xu,Ming-Gang Zhao,Jin-Yan Liang

The regioselective N-addition/substitution reaction between α-alkylidene pyrazolinones and propargyl sulfonium salts has been developed to construct functionalized allylthio-containing pyrazolones with moderate to excellent yields. α-Alkylidene pyrazolinones act as N-nucleophilic agents which are distinguished from reported C-nucleophilic reactions. Excellent regioselectivity, readily available starting materials, the broad range of substrates, gram-scale synthesis, and simple operation illustrate the synthetic advantages of this new reaction pathway.

CAS / MDL: 112926-00-8
研究领域: 有机化学 · 合成化学 · 杂环化学
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RSC Advances · 2019 ·Vol. 9 ·期 60 ·34912-34925 · IF 3.049

Combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement to construct homoallyl sulfur-containing pyrazolones

Shou-Jie Shen,Xiao-Li Du,Xiao-Li Xu,Yue-Hua Wu,Ming-gang Zhao,Jin-Yan Liang

The first sequentially combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement reaction of α-alkylidene pyrazolinones and propargyl sulfonium salts has been reported to construct homoallyl sulfur-containing pyrazolones with moderate to excellent yields. α-Alkylidene pyrazolinones function as N-nucleophilic agents distinguished from the reported C-addition reactions. Propargyl sulfonium salts were first involved in the [2,3]-sigmatropic rearrangement protocol differentiated from the well-established annulation reactions. The excellent regioselectivity, the broad scope of substrates, gram-scale synthesis and convenient transformation embody the synthetic superiority of this cascade process.

CAS / MDL: 112926-00-8
研究领域: 有机化学 · 合成化学
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JOURNAL OF ORGANIC CHEMISTRY · 2025 · IF 3.6

Light-Promoted, Nickel-Catalyzed Hydrogen-Evolution C(sp3)–H Acylation of Simple Alkanes with Aromatic Aldehydes

Qiujie Shan,Lu-Lu Chai,David James Young,Zhi-Gang Ren,Hong-Xi Li

The light-promoted, nickel-catalyzed hydrogen-evolution C(sp3)–H acylation of simple alkanes with aromatic aldehydes has been achieved without the need for additional photosensitizers or oxidants. This reliable and atom-economical reaction afforded a broad range of aryl alkyl ketones in good yields, with H2 as the sole byproduct. It was successfully demonstrated on a gram scale as well as for the postfunctionalization of drug molecules. Aromatic aldehydes play multiple roles, including a photosensitizer, a coupling partner, and a hydrogen atom transfer agent.

研究领域: 有机化学 · 催化化学 · 光化学 · 绿色化学 · 药物化学 · 合成化学
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Nature Communications · 2019 ·Vol. 10 ·期 1 ·1-11 · IF 11.878

Gram-scale total synthesis of teixobactin promoting binding mode study and discovery of more potent antibiotics

Zong Yu,Fang Fang,Meyer Kirsten J.,Wang Liguo,Ni Zhihao,Gao Hongying,Lewis Kim,Zhang Jingren,Rao Yu

Teixobactin represents a new class of antibiotics with novel structure and excellent activity against Gram-positive pathogens and Mycobacterium tuberculosis . Herein, we report a one-pot reaction to conveniently construct the key building block l -allo-Enduracidine in 30-gram scale in just one hour  and a convergent strategy (3 + 2 + 6) to accomplish a gram-scale total synthesis of teixobactin. Several analogs are described, with 20 and 26 identified as the most efficacious analogs with 3~8-fold and 2~4-fold greater potency against vancomycin resistant Enterococcus faecalis and methicillin-resistant Staphylococcus aureus respectively in comparison with teixobactin. In addition, they show high efficiency in Streptococcus pneumoniae septicemia mouse model and neutropenic mouse thigh infection model using methicillin-resistant Staphylococcus aureus . We also propose that the antiparallel β-sheet of teixobactin is important for its bioactivity and an antiparallel dimer of teixobactin is the minimal binding unit for lipid II via key amino acids variations and molecular docking.

研究领域: 药物化学 · 微生物学 · 有机合成 · 分子生物学
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