AUSTRALIAN JOURNAL OF CHEMISTRY
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2023
·Vol. 76
·期 4
·194-200
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IF 1.1
Zhijun Yuan,Yunshi Liang,Yiting He,Huiying Deng,Haiting Wu,Bohong Lin,Jing Zhang
AlCl3-mediated protodeboronation of arylboronic acids and esters is reported herein. This method features mild reaction conditions, high reaction yields, as well as short reaction times. Mechanistic studies based on 11B NMR spectroscopy suggest that it might proceed through initial boron activation by coordination of AlCl3 to the oxygen atom of arylboronic acid or ester groups.
研究领域:
有机化学
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催化化学
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DOI
高影响因子
CURRENT ORGANIC SYNTHESIS
·
2017
·Vol. 14
·期 8
·1185-1192
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IF 1.917
Zhou Zhi-Hua,Guo Chun-Xiang,Xie Jia-Ning,Liu Kai-Xuan,He Liang-Nian
Aim and Objective: The carboxylation of organoboronic esters with CO2 is an attractive way of preparing the functionalized carboxylic acid derivatives. For the silver-catalyzed carboxylation of arylboronic esters with CO2, sensibility of catalytic system to CO2 pressure resulted in
a high CO2 pressure required in the reaction. This work focuses on solving this problem and promoting this transformation under atmospheric CO2 pressure. Material and Method: Arylboronic esters were synthesized according to the published procedure. Arylorganic esters, silver compound,
base, PPh3 and solvent were introduced into a 25 mL Schlenk flask. Then, the gasexchanging operation via a “freeze-pump-thaw” method was conducted. After being enclosed with a CO2 balloon, the resulting mixture was stirred at 70oC for 12 h. Then, the reaction was quenched by 1
M HCl and extracted with ethyl acetate. The yields of the corresponding carboxylic acids were determined by GC. The structures of products were confirmed by NMR and GC-MS. Results: The carboxylation of arylboronic esters with ambient CO2 was achieved on the basis of the silver chloride/triphenylphosphine
system by using cesium carbonate as the base and dimethyl sulfoxide as the solvent. Through this protocol, various functionalized carboxylic acids were synthesized in 85-99% yields. Conclusion: The silver-catalyzed carboxylation of arylboronic esters with ambient CO2 was established.
This approach represents an alternative way to prepare carboxylic acids derivatives from the organoboron compounds with CO2 under mild reaction conditions.
研究领域:
有机化学
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环境化学
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DOI
高影响因子
TETRAHEDRON
·
2018
·
IF 2.377
Jie Zhu,Wenhui Zhu,Ping Xie,Charles U. Pittman,Aihua Zhou
A novel and efficient Ni-catalyzed aryl- and alkyl-selenation of imidazo[1,2-α]pyridines employing selenium powder has been developed for the first time. The significant advantages of this protocol are that it is an inexpensive nickel catalyst and exhibits broad functional-group compatibility and good reaction yields.
研究领域:
有机化学
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催化化学
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL RESEARCH
·
2013
·
IF 0.596
Zhiping Du,Tianhua Shen,Haibo Dang,Zhenfang Fu,Qingbao Song
A simple efficient method for synthesis of Schiff bases in good yields from aromatic aldehydes and 2-(4-aminophenyl)acetonitrile catalysed by 3,5-difluoroarylboric acid at room temperature for 2 hours is reported.
研究领域:
有机化学
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合成化学
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL SCIENCES
·
2020
·Vol. 132
·期 1
·1-7
·
IF 1.406
DU ZHONGLIN,LI FENRUI,LI LI,LI RAN
Abstract Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min. This method features high efficient and facile as organic azides, acetylene gas and harsh conditions were avoided. Graphic abstract Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min.
研究领域:
有机化学
·
药物化学
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合成方法学
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绿色化学
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杂环化学
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DOI
高影响因子
SYNLETT
·
2011
·Vol. 2012
·期 01
·145-149
·
IF 2.447
Wenpeng Mai,Jinwei Yuan,Zhicheng Li,Gangchun Sun,Lingbo Qu
All articles of this category A novel direct arylation of pyridine N -oxideswith arylboronic acids through C-H functionalization hasbeen developed. This new reaction is performed at room temperatureusing catalytic silver(I) nitrate in the presence of potassium persulfateand give 2-pyridyl arylation derivatives of pyridine N -oxides.
研究领域:
有机化学
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催化反应
✓ 已验证
产品关联
DOI
高影响因子
CATALYSIS COMMUNICATIONS
·
2014
·
IF 3.32
Man Wang,Xiaobin Yuan,Hongyu Li,Limin Ren,Zhizhong Sun,Yanjun Hou,Wenyi Chu
An efficient strategy for the nickel-catalysed synthesis of biaryls and terphenyls has been developed in environmentally-friendly reaction media. In the presence of β-diketone and PPh 3 ligands, Ni(TFA) 2 acted as an effective catalyst for the Suzuki–Miyaura cross-coupling of aryl halides and arylboronic acids in an ionic liquid solution. Biaryls and terphenyls were obtained in good yields under this catalytic system.
研究领域:
有机化学
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环境化学
✓ 已验证
DOI
高影响因子
Molecular Catalysis
·
2024
·
IF 3.9
Fei Wang,Jiangge Teng,Zixu Li,Chao Fang,Kai Ma,Yanxiong Ke,Qiang Jia,Changhu Chu
A facile and readily available Fe-ppm-Pd/C catalyst has been developed for catalyzing Suzuki-Miyaura cross-coupling reactions. When combined with dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl) phosphine (SPhos), this catalyst, with low levels of palladium (as low as 180 ppm), efficiently facilitates cross-coupling reactions between aryl boronic acids (or aryl neopentyl-1,3-diol boronic ester) and a wide range of aryl halides, including inactivated aryl chlorides. Additionally, the recovered Fe-ppm-Pd/C catalyst has demonstrated sustained catalytic activity over four runs, indicating minimal decline in performance. This suggests the catalyst's potential for long-term use and its practicality in industrial applications.
研究领域:
有机化学
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催化材料科学
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DOI
高影响因子
APPLIED ORGANOMETALLIC CHEMISTRY
·
2012
·Vol. 26
·期 9
·478-482
·
IF 2.061
Wenyi Chu,Xinmin Li,Yanjun Hou,Hua Wang,Hongyu Li,Xiaobin Yuan,Zhizhong Sun
Pd/C-catalyzed Suzuki–Miyaura cross-coupling between aryl bromides and arylboronic acids in 50% methanol aqueous solution proceeded smoothly in the presence of 18-crown-6. Various aryl bromides bearing electron-withdrawing groups and electron-donating groups coupled with arylboronic acid in high yields. In addition, the catalyst could be recycled five times without loss of activity. Copyright © 2012 John Wiley & Sons, Ltd.
研究领域:
有机化学
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催化化学
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DOI
高影响因子
JOURNAL OF PHYSICAL CHEMISTRY B
·
2025
·
IF 2.9
Wenqi Zhao,Meihuan Yao,Huidan Liu,Tingru Du,Zhijun Guo,Binbin Zhang,Yujie Wang,Guangyue Bai
Tailoring of the arylboronic acid structures is essential for developing specific monosaccharide (MS) recognition receptors, in which the designed boronic acid derivative should have an appropriate pKa, a stereostructure matched with the target MS, and an easily detectable method. Herein, we report a novel bis(m-benzylammonium) boronic acid with an ethyl spacer (BTEAB) as the receptor molecule to MS. Owing to its unique lyotropic acidity and intrinsic fluorescence characteristics in aqueous solution, BTEAB provides a new strategy for the design of MS sensors. The cation−π interaction promotes the self-assembly behavior of BTEAB and the lyotropic acidity and fluorescence quenching induced by aggregation. The aggregation behavior of BTEAB was confirmed by Rayleigh light scattering, fluorescence, and 1H NMR, and its lyotropic acidity is quantified by the decrease in its acid dissociation constant pKa. It was found that the esterification of BTEAB with three model MSs (fructose, glucose, and galactose) does not destroy the aggregates, indicating that the lyotropic acidity is an applicable characteristic for regulating the pH value of MS recognition. The affinity of BTEAB with MS and the structures of BTEAB-MS ester were studied mainly by isothermal titration calorimetry (ITC), fluorescence and NMR. The interaction mechanism of BTEAB with different MS was proposed. This work provides new insights into MS recognition under about physiological pH adjusted by diarylboronic acid aggregation.
研究领域:
分析化学
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生物传感器
·
分子识别
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超分子化学
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药物化学
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化学生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Biomaterials Science
·
2019
·Vol. 7
·期 9
·3706-3716
·
IF 5.251
Hang Liu,Wei Jiang,Qin Wang,Lifeng Hang,Yucai Wang,Yanmei Wang
Tumor hypoxia, which is indispensable to tumor propagation and therapy resistance, has been one of the most important factors influencing clinical outcomes. To modulate the hypoxia microenvironment, we herein developed reactive oxygen species (ROS)-sensitive arylboronic ester-based biomimetic nanocarriers co-encapsulated with a photosensitizer chlorin e6 (Ce6) and a hypoxia-activated prodrug tirapazamine (TPZp) for tumor-specific release and synergistic photodynamic chemotherapy. In order to bypass macrophage uptake and improve tumor penetration, the nanocarriers were further modified with the red blood cell membrane and iRGD peptide (denoted as NPs@i-RBMCe6+TPZp). After administration, NPs@i-RBMCe6+TPZp exhibited prolonged blood circulation, selective tumor accumulation and excellent penetration into the tumor interior. Upon light irradiation, ROS were generated by Ce6 for photodynamic therapy (PDT), which subsequently caused dissociation of the ROS-responsive nanocarriers. An enhanced therapeutic effect was further achieved through the activation of TPZp in the aggravated local hypoxia microenvironment. The synergistic cancer therapy based on NPs@i-RBMCe6+TPZp significantly suppressed tumor growth with negligible side effects. The biomimetic nanocarriers have great potential to overcome hypoxia-limited PDT, and significantly improve the anticancer efficacy by synergistic tumor-targeted PDT and hypoxia-activated chemotherapy.
研究领域:
癌症治疗
·
纳米医学
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生物医学工程
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药学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
MICROPOROUS AND MESOPOROUS MATERIALS
·
2022
·
IF 5.876
Shufang Liu,Ziqian Liu,Qing Su,Qiaolin Wu
Covalent organic frameworks (COFs) with excellent porosity and pre-designable structure have emerged as ideal and promising organic scaffolds for broad applications such as in gas storage, heterogeneous catalysis and fluorescence sensing. Herein, a hydrazone-based COF was synthesized by the condensation of 2,5-bis(2-methoxyethoxy) terephthalohydrazide ( BMTH ) with 1,3,5-triformylbenzene ( TFB ) under solvothermal conditions. The resulting COF material ( TFB-BMTH ) exhibits high crystallinity, excellent porosity with a BET surface area of 632 m 2 g −1 and good thermal and chemical stability. The photoactive TFB-BMTH shows significant catalytic activity and recyclability in photocatalytic oxidative hydroxylation of arylboronic acid. The high photocatalytic performance of TFB-BMTH could be attributed to the effective light-harvesting platform with the efficient generation, migration and separation properties of photogenerated charge pairs in such a system. In addition, TFB-BMTH showed significant fluorescence quenching for the sensing of Cu 2+ . X-ray photoelectron spectroscopy and Fourier transform infrared techniques verified the interaction between Cu 2+ and functional units in TFB-BMTH . This work demonstrates the development of multifunctional COFs and makes important contributions to functional exploration in heterogeneous organic transformation and sensing applications.
研究领域:
材料科学
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催化
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分析化学
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环境科学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）