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Publications (16)24.74 Total impact

  • Tetrahedron Letters 01/2014; · 2.40 Impact Factor
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    ABSTRACT: Diiodoarenes (or dibromoarenes) reacted with diphenols, catalyzed by CuI/Fe(acac)3 in the presence of K2CO3 in anhydrous DMSO at 110 °C for 7 days under nitrogen atmosphere, to afford macrocyclic aryl ethers effectively. To expand this methodology, a cyclic hepta(p-phenylene oxide) and cyclic deca(p-phenylene oxide) were synthesized in one pot. Some macrocyclic aryl ethers showed strong fluorescence in acetone at 25 °C.
    Tetrahedron. 01/2014; 70(6):1125–1132.
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    ABSTRACT: A series of novel 1,8-naphthalimide derivatives containing thiophene and pyrazole moities were synthesized by direct Pd-catalyzed C-H arylation and then characterized by (1)H NMR, (13)C NMR, MALDI-HRMS, and elementary analysis. The photophysical and electrochemical properties of the derivatives were also investigated. All compounds have green emission both in diluted CH2Cl2 solution and solid film. The cyclic voltammetry (CV) measurements showed that the target compounds had a lowest unoccupied molecular orbital (LUMO) range from -3.49eV to -3.29eV and a highest occupied molecular orbital (HOMO) range from -6.04eV to -5.81eV. Quantum chemical calculations were performed to obtain the optimized ground-state geometry as well as the spatial distributions of the HOMO, LUMO levels of the compounds.
    Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy 08/2013; 117C:527-534. · 1.98 Impact Factor
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    ABSTRACT: 2,3- and 2,5-Dibromopyridines reacted with arylboronic acids, catalyzed by Pd(OAc)2/PPh3 in the presence of K2CO3 in CH3CN/MeOH (2:1) at 50 °C for 24 h, to afford 2-arylpyridines in good to high yields, while 2,4-dibromopyridine reacted with arylboronic acid pinacol esters, catalyzed by Pd(OAc)2/PPh3 in the presence of KOH in CH3CN at 70 °C for 24 h, to afford 2-arylpyridines in good to high yields. To expand this methodology, a 17β-HSD1 inhibitor was synthesized in good yield.
    Tetrahedron. 01/2013; 69(51):10996–11003.
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    ABSTRACT: It is important to study the interaction of ionic liquids (ILs) with protein for the applications of ILs in biochemical process, and help the researchers to choose and design the better ILs to serve as a solvent. In this work, the interaction between 1-alkyl-3-methylimidazolium bromide [Cnmim]Br (n=4, 6, 8, 10) and bovine serum albumin (BSA) was systematically investigated for the first time by multi-spectroscopic approach (fluorescence, UV–vis and FT-IR spectroscopy) and density functional theory (DFT). [Cnmim]Br (n=4, 6, 8, 10) can bind to BSA by H-bond interaction between their cationic headgroups and Asp/Glu amino acid residue at the surface of BSA, and hydrophobic interaction between their hydrocarbon chains and the hydrophobic amino acid residues in the interior of BSA. On the basis of thermodynamic parameters and the similar structure of [Cnmim]Br (n=4, 6, 8, 10), it can be inferred that the hydrophobic interaction plays a major role in the interaction of [C10mim]Br with BSA, while the hydrogen bond and van der Waals force play a major role in the interaction of [Cnmim]Br (n=4, 6, 8) with BSA. Synchronous fluorescence and FT-IR spectra indicate that [C10mim]Br could markedly change the secondary structure of BSA, while [Cnmim]Br (n=4, 6, 8) could slightly change the secondary structure of BSA. The results allowed us to understand (i) the effect of the alkyl chain length of the cation on the mechanism of ILs–protein interaction and (ii) the effect of the alkyl chain length of the cation on the protein secondary structure.
    Journal of Luminescence 03/2012; 132(3):622–628. · 2.14 Impact Factor
  • Hao Chen, Jie Zhao, Junyong Wu, Guoliang Dai
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    ABSTRACT: This paper reports on the development of organo-modified silkworm exuviae (MSE) adsorbent prepared by using hexadecyltrimethylammonium bromide (HDTMAB) for removing methyl orange (MO), a model anionic dye, from aqueous solution. The natural and modified samples were characterized by scanning electron microscope (SEM), energy dispersive spectrometer (EDS) and Fourier transform infrared spectroscopy (FT-IR). Batch adsorption experiments were carried out to remove MO from its aqueous solutions using SE and MSE. It was observed that the adsorption capacity of MSE is 5-6 times of SE. The different parameters effecting on the adsorption capacity such as pH of the solution, initial dye concentration, temperature and contact time have been investigated. Analysis of adsorption results obtained at different temperatures showed that the adsorption pattern on the MSE can be described perfectly with Langmuir isotherm model compared with Freundlich and Dubinin-Radushkevich (D-R) isotherm models, and the characteristic parameters for each adsorption isotherm were also determined. The adsorption process has been found exothermic in nature and thermodynamic parameters have been calculated. The adsorption kinetic followed the pseudo-second order kinetic model. The results of FT-IR, EDS and desorption studies all suggest that methyl orange adsorption onto the MSE should be mainly controlled by the hydrophobic interaction mechanism, along with a considerable contribution of the anionic exchange mechanism. The results indicate that HDTMAB-modified silkworm exuviae could be employed as low-cost material for the removal of methyl orange anionic dye from wastewater.
    Journal of hazardous materials 05/2011; 192(1):246-54. · 4.14 Impact Factor
  • Hao Chen, Jie Zhao, Guoliang Dai
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    ABSTRACT: In this paper, silkworm exuviae (SE) waste, an agricultural waste available in large quantity in China, was utilized as low-cost adsorbent to remove basic dye (methylene blue, MB) from aqueous solution by adsorption. Kinetic data and sorption equilibrium isotherms were carried out in batch process. The adsorption kinetic experiments revealed that MB adsorption onto SE for different initial dye concentrations all followed pseudo-second order kinetics and were mainly controlled by the film diffusion mechanism. Batch equilibrium results at different temperatures suggest that MB adsorption onto SE can be described perfectly with Freundlich isotherm model compared with Langmuir and D-R isotherm models, and the characteristic parameters for each adsorption isotherm were also determined. Thermodynamic parameters calculated show the adsorption process has been found to be endothermic in nature. The analysis for the values of the mean free energies of adsorption (E(a)), the Gibbs free energy (ΔG(0)) and the effect of ionic strength all demonstrate that the whole adsorption process is mainly dominated by ion-exchange mechanism, which has also been verified by variations in FT-IR spectra and pH value before and after adsorption and desorption studies. The results reveal that SE can be employed as a low-cost alternative to other adsorbents for MB adsorption.
    Journal of hazardous materials 02/2011; 186(2-3):1320-7. · 4.14 Impact Factor
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    ABSTRACT: Density functional theory (DFT) calculations have been performed to explore the potential energy surfaces of C–O bond activation in CO2 molecule by gas-phase Mo + cation and Mo atom, in order to better understanding the mechanism of second-row metal reacting with CO2. The minimum energy reaction path is found to involve the spin inversion in the different reaction steps. This potential energy curve-crossing dramatically affects reaction exothermic. The present results show that the reaction mechanism is insertion-elimination mechanism along the C–O bond activation branch. All the theoretical results not only support the existing conclusions inferred from early experiment, but also complement the pathway and mechanism for this reaction. Graphical Abstract For the reaction between Mo atom and CO2, it is found that the reaction system would likely to change its spin multiplicity twice in going from the entrance channel to the exit channel. Specifically, it can be described as 5Mo+CO2→5IM1→5TS12→5IM2→5TS23→CP4→3IM3→CP6→5MoO+CO.
    Journal of Chemical Sciences 01/2011; · 1.30 Impact Factor
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    ABSTRACT: Equilibrium geometries, interaction energies, atomic charge, and charge transfer for the NH⋯X and Hπ-type hydrogen-bonding complexes between pyrrole and various hydrides HnX (XF, O, N, Cl, S, and P) were studied at the MP2/aug-cc-pVDZ level. With the exception of pyrrole-H2O and pyrrole-NH3 complexes, all of the other pyrrole-HnX complexes favors π-type H-bonding.To further study the nature of the π-type H-bonding, an SAPT (the symmetry adapted perturbation theory) energy decomposition analysis was carried out and the results indicate that the electrostatic and dispersion interactions dominate the Hπ-type complexes.
    Chemical Physics 01/2011; 386(1):45-49. · 1.96 Impact Factor
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    ABSTRACT: Spectroscopic approach and density functional theory (DFT) have been employed to investigate the interaction between melamine (MA) and bovine serum albumin (BSA). The UV absorption difference spectra show the MA–BSA complexes can form under physiological conditions. Furthermore, the B3LYP/6-311++G(d,p) calculations indicate that the protonated melamine (MAH+) bond to Asp, Glu, Asn, Gln, Ser, Thr amino acid residues or peptide groups via NH(MAH+)…OC(BSA) or NH(MAH+)…OC(BSA) hydrogen bonds, in agreement with the results of UV absorption difference spectra, and the interaction energies of them decrease in the order Asp, Glu > Pep > Asn, Gln > Ser, Thr. The fluorescence spectra, synchronous fluorescence spectra and FT-IR spectra demonstrate that this interaction has no obvious effect on the secondary structure of BSA.
    Journal of Molecular Structure 04/2010; 967:61-64. · 1.40 Impact Factor
  • Hao Chen, Jie Zhao, Guoliang Dai, Junyong Wu, Hua Yan
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    ABSTRACT: The present work helped in identifying a new low-cost adsorbent, fallen Cinnamomum camphora leaves (FCCL) for effective removal of Pb(II) from aqueous solutions. The adsorption kinetic experiments reveal Pb(II) adsorption onto FCCL follows pseudo-second order kinetics and is mainly controlled by the film diffusion mechanism, which becomes more prominent with increasing initial lead concentration. All equilibrium data obtained at different temperatures fit perfectly with Langmuir isotherm model compared to Freundlich and D–R isotherm models, and the maximum adsorption capacities of Pb(II) adsorbed onto FCCL are 73.15, 73.58, 74.13 and 75.82 mg g− 1 at 303.2, 313.2, 323.2 and 333.2 K, respectively. The analysis for variations of FT-IR spectra, the values of the mean free energies of adsorption (Ea) and the Gibbs free energy (ΔG0) all demonstrate that the ion exchange and surface complexation models should both be the dominating adsorption mechanism during the adsorption process. The higher initial lead concentrations and temperatures are both more conducive to the enhancement of surface complexation mechanism compared to ion-exchange mechanism.
    Desalination. 01/2010;
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    ABSTRACT: The nature of interactions of pyridine with various hydrides (Y) (Y=HF, HCl, H2O, H2S, NH3 and PH3) is investigated using ab initio calculations. The contribution of attractive (electrostatic, inductive, dispersive) and repulsive (exchange) components to the interactions energy is analyzed by using symmetry-adapted perturbation theory (SAPT). With the exception of pyridine–PH3 complexes, all the other pyridine–Y complexes favors σN-type H-bonding. Interaction energy decomposition reveals that σN-type complexes interactions are predominantly electrostatic in nature, while the dispersion and electrostatic interactions dominate the π-type complexes.
    Journal of Molecular Structure-theochem - J MOL STRUC-THEOCHEM. 01/2010; 944(1):70-75.
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    ABSTRACT: In the present study, Cinnamomum camphora leaves powder (CLP) was investigated as a biosorbent for the removal of copper ions from aqueous solutions. The biosorbents before and after adsorption were measured by EDS and FT-IR. Kinetic data and sorption equilibrium isotherms were carried out in batch process. The adsorption kinetic experiments revealed that there are three stages in the whole adsorption process. It was found that Cu(II) adsorption onto CLP for different initial Cu(II) concentrations all followed pseudo-second order kinetics and were mainly controlled by the film diffusion mechanism. Batch equilibrium results at different temperatures suggest that Cu(II) adsorption onto CLP can be described perfectly with Langmuir isotherm model compared to Freundlich and D-R isotherm models, and the characteristic parameters for each adsorption isotherm were also determined. Thermodynamic parameters calculated show that the adsorption process has been found to be endothermic in nature. The analysis for the values of the mean free energies of adsorption (E(a)), the Gibbs free energy (DeltaG(0)) and the effect of ionic strength all demonstrate that the whole adsorption process is mainly dominated by ion-exchange mechanism, accompanied by a certain amount of surface complexation which has been verified by variations in EDS and FT-IR spectra and pH value before and after adsorption. Regeneration studies show CLP possesses an excellent reusability.
    Journal of hazardous materials 12/2009; 177(1-3):228-36. · 4.14 Impact Factor
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    ABSTRACT: The nature of interactions of thiophene with various hydrides (Y) (Y=HF, HCl, H2O, H2S, NH3, PH3) is investigated using ab initio calculations. In contrast with the previous results on similar furan complexes, only the π-type is observed for the thiophene complexes. Variations in complexes geometry can be accounted for by the differences in the electrostatic potential on the aromatic ring. To further study the nature of the intermolecular interactions, an SAPT (the symmetry-adapted perturbation theory) energy decomposition analysis was carried out and the results indicate that the dispersion and electrostatic interactions dominate the thiophene complexes.
    Journal of Molecular Structure-theochem - J MOL STRUC-THEOCHEM. 01/2009; 911(1):132-136.
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    ABSTRACT: The interaction between levamisole hydrochloride (LH) and bovine serum albumin, BSA, has been studied by a spectral method under physiological conditions. For 1:n complexes, the relationship between fluorescence quenching intensity and concentration of the quenchers can be deduced on the basis of the modified Stern–Volmer equation. The binding constants and corresponding thermodynamic parameters ΔH m, ΔG m and ΔS m at different temperatures were calculated. The experimental results demonstrated that the combination reaction of LH and BSA was a static quenching process because a 1:1 complex was formed, and the main dominant binding forces were hydrogen bonding and van der Waals forces. Meanwhile, the polarity of the tyrosine residue (Tyr) or tryptophan residue (Trp) micro-region was not obviously affected by the interaction. Furthermore, the binding constant increase when alcohol was added.
    Journal of Solution Chemistry 01/2009; 38(9):1183-1192. · 1.13 Impact Factor
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    ABSTRACT: The nature and origin of the π–H interaction in the borazine with the first-row hydrides (BH3, CH4, NH3, H2O and HF) has been investigated by carrying out high level ab initio calculations. The results indicate that the strength of the π–H interaction is enhanced as one progresses from CH4 to HF of the borazine complexes, with the exception of that of BH3. The symmetry adapted perturbation theory (SAPT) calculations were carried out to decompose the binding energy of these complexes into individual interaction energy components. Both electrostatic and dispersive energies are important in the description of these interactions.
    Computational and Theoretical Chemistry. 984:51–56.