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  • Qi Wang, Chao Zhang, Jun Yang
    Chinese Chemical Letters. 2020, 31(7): 1906-1910.

    The synthesis of the ACE tricyclic system ofdaphnicyclidin A and dehydroxymacropodumine A are developed. The key reactions include an efficient aldol reaction to introduce chiral fragment 33 for further construction of piperidine ring B and seven -membered ring C, a nucleophilic addition of lithium pentene to aldehyde for installation of ring E, and a photocatalytic decarboxylation conjugate addition to construct ring C.

  • Min Sun, Hankun Hu, Leming Sun, Zhen Fan
    Chinese Chemical Letters. 2020, 31(7): 1729-1736.

    Oral administration has been widely regarded as the most convenient, quick and safe approach compared to other routes of drug delivery. However, oral absorption of drugs is often limited due to rigorous environments and complex obstacles in gastrointestinal tract. Having received considerable attention, biomacromolecules have been applied for oral drug delivery to improve the bioavailability, which could be attributed to its stability and unique bioactivities, including intestinal adhesion, opening of epithelial tight junctions, inhibiting cell efflux and regulating relative protein expression. Specifically, enhancing intestinal permeability has been regarded as a promising strategy for improving bioavailability of oral drug delivery. In this review, a series of biomacromolecules and the related mechanisms of increasing intestinal permeability for enhanced oral bioavailability are comprehensively classified and elucidated. In addition, recent advances in biomacromolecules based oral delivery and related future directions are mentioned and predicted in this review article.

  • Yangwei Deng, Hui Chen, Xinfeng Tao, Sylvain Trépout, Jun Ling, Min-Hui Li
    Chinese Chemical Letters. 2020, 31(7): 1931-1935.

    Amphiphilic block copolymers poly(ethylene glycol)-block-poly(N-3-(methylthio)propyl glycine) (PEG-b-PMeSPG) were synthesized via ring-opening polymerization of N-3-(methylthio)propyl glycine N-thiocarboxyanhydride (MeSPG-NTA) initiated by amino-terminated PEG. The self-assemblies of three PEG-b-PMeSPG copolymers with different PMeSPG block lengths were first prepared by nanoprecipitation method using THF and DMF, respectively, as the organic solvent, and their morphologies were studied by Cryo-EM and DLS. To prepare polymersomes loaded with glucose oxidase (GOx), double emulsion method followed by extrusion treatment was employed. The oxidation-responsive disruption of polymersomes was achieved upon the introduction of glucose because of the oxidants generated in-situ by GOx/glucose.

  • Wei Ou, Ru Zou, Mengting Han, Lei Yu, Chenliang Su, Ou Wei, Zou Ru, Mengting Han, Lei Yu, Chenliang Su
    Chinese Chemical Letters. 2020, 31(7): 1899-1902.

    Herein, a series of carbazolyl cyanobenzene (CCB)-based organic photocatalysts with a broad range of photoredox capabilities were designed and synthesized, allowing precise control of the photocatalytic reactivity for the controllable reduction of aryl halides via a metal-free process. The screened-out CCB (5CzBN), a metal-free, low-cost, scalable and sustainable photocatalyst with both strong oxidative and reductive ability, exhibits superior performance for both dehalogenation and C-C bond-forming arylation reactions.

  • Jinxia Sun, Rong Luo, Yunsheng Xia
    Chinese Chemical Letters. 2020, 31(7): 1946-1950.

    Herein, we have presented a novel and easy to operate seed-mediated system for fabricating gold bipyramids (AuBPs) with 85% yields without any separation/purification processes. The used gold seeds are reduced by tannin and citrate, two kinds of air stable ligands, and conventionally employed unstable NaBH4 are thoroughly cast off. In addition, the as-proposed gold seeds can also be employed for AuNRs fabrication with rather larger diameters (22.2-60.3 nm), which is difficult to be achieved by conventional seed mediated fabrication system.

  • Miao Wang, Lei Zhou, Yaqi Hou, Wen He, Wei Liu, Feng Wu, Xu Hou
    Chinese Chemical Letters. 2020, 31(7): 1914-1918.

    Unremitting efforts have been intensively making for pursuing the goal of the reversible transition of electrowetting owing to its vital importance to many practical applications, but which remains a major challenge for carbon nanotubes due to the irreversible electrochemical damage. Herein, we proposed a subtly method to prevent the CNT array from electrochemical damage by using liquid medium instead of air medium to form a liquid/liquid/solid triphase system. The dimethicone dynamically refills in CNT arrays after removing of voltage that makes the surface back to hydrophobic, which is an elegant way to not only decrease energy dissipation in electrowetting process but also obtain extra energy in reversible dewetting process. Repeated cycles of in situ experiments showed that more than four reversible electrowetting cycles could be achieved in air. It worth mention that the in situ reversible electrowetting voltage of the dimethicone infused CNT array has been lowered to 2 V from 7 V which is the electrowetting voltage for the pure CNT array. The surface of the dimethicone infused CNT array can maintain hydrophobicity with a contact angle of 145.6° after four cycles, compared with 148.1° of the initial state. Moreover, a novel perspective of theoretical simulations through the binding energy has been provided which proved that the charged CNTs preferred binding with water molecules thereby replacing the dimethicone molecules adsorbed on the CNTs, whereas reconnected with dimethicone after removing the charges. Our study provides distinct insight into dynamic reversible electrowetting on the nanostructured surface in air and supplies a way for precise control of wettability in surface chemistry, smart phase-change heat transfer enhancement, liquid lenses, microfluidics, and other chemical engineering applications.

  • Xiaoyu Zhao, Huachao Zhao, Jiefang Sun, Gang Li, Rui Liu
    Chinese Chemical Letters. 2020, 31(7): 1782-1786.

    Anodic electrocatalyst plays the core role in direct alcohol fuel cells (DAFCs), while traditional Pt-catalysts suffer from limited catalytic activity, high over potential and severe CO poisoning. Herein, by selectively depositing Rh atoms on the defective-sites of Pt nanowires (NWs), we developed a new Pt@Rh NW electrocatalyst that exhibited enhanced electrocatalytic performance for both methanol oxidation (MOR) and ethanol oxidation (EOR). Both cyclic voltammetry (CV) and in-situ infrared spectroscopy revealed that the presence of Rh atoms suppressed the generation of poisonous intermediates and completely oxidized alcohols molecule into CO2. Atomic resolusion spherical aberration corrected high-angle annular dark field scanning transmission electron microscopy (CS-HAADF-STEM) and energy-dispersive X-ray spectroscopy (EDS) mapping analysis revealed that Rh atoms were primarily deposited on the defective sites of Pt NWs. Meanwhile, the presence of Rh atoms also modified the electronic state of Pt atoms and therefore lowered the onset potential for alcohols oxidation potential. This work gives the first clear clue on the role of the defective sites of Pt nanocatalyst poisoning, and propose that selectively blocking these sites with trace amount of Rh is an effective strategy in designing advantageous electrocatalysts.

  • Dongping Luo, Lin Min, Weiping Zheng, Lidong Shan, Xinyan Wang, Yuefei Hu
    Chinese Chemical Letters. 2020, 31(7): 1877-1880.

    N, N'-Disulfonylhydrazines have been proven to be the most reactive precursors of the sulfonyl radicals among all types of sulfonyl substituted hydrazines as early as half a century ago. However, the sulfonyl radicals generated from these compounds have not been used in organic synthesis except the simple selfdimerization synthesis of disulfones controlled by the “solvent-cage-effects”. In this article, N, N'-disulfonylhydrazines were introduced as new sulfonylating reagents and their combinations with NIS were disclosed as new iodosulfonylating reagents of alkynes. Finally, a highly efficient method for the synthesis of (E)-β-iodovinyl arenesulfones was developed by mixing an alkyne, a N, N'-disulfonylhydrazine and NIS in aqueous THF at room temperature for 5 min.

  • Hongming Dong, Congli Tang, Ziyu He, Hongmei Liu, Yuyue Xu, Hao Huang, Gaojian Yang, Ziqi Xiao, Song Li, Yan Deng, Zhu Chen, Hui Chen, Zuodong Qin, Yasser Perera Negrin, Nongyue He
    Chinese Chemical Letters. 2020, 31(7): 1812-1816.

    Diarrhea, as a global public health problem, causes a large number of infections and deaths every year. Although Escherichia coli (E. coli) is one of the normal flora microorganisms in the human intestinal tract, it has five pathogenic bacteria types that can cause human diarrhea, known as diarrheagenic E. coli. When people are infected, rapid and accurate diagnosis, along with timely treatment, are especially important. Here, we introduce a new method to identify and analyze a large number of pathogenic strains in E. coli by multiplex PCR and barcoded magnetic bead hybridization. Results show that the detection sensitivities of enterohemorrhagic E. coli, enterotoxigenic E. coli, enteropathogenic E. coli, enteroinvasive E. coli and enteroaggregative E. coli were 1.3×103 CFU/mL, 2×104 CFU/mL, 4×104 CFU/mL, 7.2×104 CFU/mL and 1.7 CFU/mL respectively. This method has strong specificity and high sensitivity and detects multiple target sequences in one experiment. Compared with other methods, BMB array has great application potential.

  • Meng Zhu, Longshuai Zhang, Shanshan Liu, Dengke Wang, Yuancheng Qin, Ying Chen, Weili Dai, Yuehua Wang, Qiuju Xing, Jianping Zou
    Chinese Chemical Letters. 2020, 31(7): 1961-1965.

    Herein, we prepared novel three-dimensional (3D) gear-shaped Co3O4@C (Co3O4 modified by amorphous carbon) and sheet-like SnO2/CC (SnO2 grow on the carbon cloth) as anode and cathode to achieve efficient removal of 4-nitrophenol (4-NP) in the presence of peroxymonosulfate (PMS) and simultaneous electrocatalytic reduction of CO2, respectively. In this process, 4-NP was mineralized into CO2 by the Co3O4@C, and the generated CO2 was reduced into HCOOH by the sheet-like SnO2/CC cathode. Compared with the pure Co0.5 (Co3O4 was prepared using 0.5 g urea) with PMS (30 mg, 0.5 g/L), the degradation efficiency of 4-NP (60 mL, 10 mg/L) increased from 74.5%-85.1% in 60 min using the Co0.5 modified by amorphous carbon (Co0.5@C). Furthermore, when the voltage of 1.0 V was added in the anodic system of Co0.5@C with PMS (30 mg, 0.5 g/L), the degradation efficiency of 4-NP increased from 85.1%-99.1% when Pt was used as cathode. In the experiments of 4-NP degradation coupled with simultaneous electrocatalytic CO2 reduction, the degradation efficiency of 4-NP was 99.0% in the anodic system of Co0.5@C with addition of PMS (30 mg, 0.5 g/L), while the Faraday efficiency (FE) of HCOOH was 24.1% at voltage of -1.3 V using the SnO2/CC as cathode. The results showed that the anode of Co3O4 modified by amorphous carbon can markedly improve the degradation efficiency of 4-NP, while the cathode of SnO2/CC can greatly improve the FE and selectivity of CO2 reduction to HCOOH and the stability of cathode. Finally, the promotion mechanism was proposed to explain the degradation of organic pollutants and reduction of CO2 into HCOOH in the process of electrocatalysis coupled with advanced oxidation processes (AOPs) and simultaneous CO2 reduction.

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