Guo-Hua Gao

Find an error

Name: 高国华; Gao, GuoHua
Organization: East China Normal University , China
Department: Department of Chemistry
Title: Professor(PhD)
Co-reporter:Binshen Wang, Li Qin, Tiancheng Mu, Zhimin Xue, and Guohua Gao
Chemical Reviews May 24, 2017 Volume 117(Issue 10) pp:7113-7113
Publication Date(Web):February 27, 2017
DOI:10.1021/acs.chemrev.6b00594
Ionic liquids have attracted a great deal of interest in recent years, illustrated by their applications in a variety of areas involved with chemistry, physics, biology, and engineering. Usually, the stabilities of ionic liquids are highlighted as one of their outstanding advantages. However, are ionic liquids really stable in all cases? This review covers the chemical stabilities of ionic liquids. It focuses on the reactivity of the most popular imidazolium ionic liquids at structural positions, including C2 position, N1 and N3 positions, and C4 and C5 positions, and decomposition on the imidazolium ring. Additionally, we discuss decomposition of quaternary ammonium and phosphonium ionic liquids and hydrolysis and nucleophilic reactions of anions of ionic liquids. The review aims to arouse caution on potential decomposition of ionic liquids and provides a guide for better utilization of ionic liquids.
Co-reporter:Li Qin;Binshen Wang;Yongya Zhang;Li Chen;Guohua Gao
Chemical Communications 2017 vol. 53(Issue 26) pp:3785-3788
Publication Date(Web):2017/03/28
DOI:10.1039/C6CC10158E
Hierarchical porous poly(ionic liquid)s (PILs) with high specific surface area were firstly synthesized via anion exchange. The exchange of bulky salicylate and its dimers/clusters in PILs by other smaller anions increased the specific surface area and fabricated a hierarchical porous structure. The high specific surface area and hierarchical porous structure prompted a high degree of exposure of the active sites and made the heterogeneous PIL catalysts contact with substrates sufficiently, enhancing their catalytic activity.
Co-reporter:Shi Wu;Yongya Zhang;Binshen Wang;Elnazeer H. M. Elageed;Liangzheng Ji;Haihong Wu;Guohua Gao
European Journal of Organic Chemistry 2017 Volume 2017(Issue 3) pp:753-759
Publication Date(Web):2017/01/18
DOI:10.1002/ejoc.201601315
The one-pot reactions of CO2, epibromohydrin, and phenols, thiophenols, or carboxylic acids catalyzed by 1-butyl-3-[(3-hydroxyphenyl)methyl]imidazolium bromide were investigated. Three kinds of cyclic carbonates with ether, thioether, or ester groups were synthesized under mild reaction conditions in good-to-high yields. Reaction-mechanism studies indicated that the proton exchange between the alkoxide formed through the ring-opening reaction of epibromohydrin with 1-bromo-3-phenoxy-2-propanol plays a crucial role in this synthetic route. The catalyst 1-butyl-3-[(3-hydroxyphenyl)methyl]imidazolium bromide was transformed to the corresponding cyclic-carbonate-functionalized ionic liquid during the reaction. This transformation did not affect its catalytic performance in the reaction.
Co-reporter:Yongya Zhang, Binshen Wang, Elnazeer H. M. Elageed, Li Qin, Bing Ni, Xiuli Liu, and Guohua Gao
ACS Macro Letters 2016 Volume 5(Issue 4) pp:435
Publication Date(Web):March 10, 2016
DOI:10.1021/acsmacrolett.6b00178
Homogeneous catalysts generally show higher catalytic activities, while heterogeneous catalysts are more easily separated from products. To combine the advantages of heterogeneous and homogeneous catalysts has been of great interest for many years. Here, we report a kind of facilely prepared cross-linked poly(ionic liquid)s (PILs) with swelling property to increase catalytic activities of heterogeneous catalysts. The swelling ability of PILs was greatly affected by cross-linking density and chain length of substituents on imidazolium, and the unique swelling property prompted the nonporous PILs to contact with substrates sufficiently, enhancing their catalytic activities similar to homogeneous ionic liquid monomers.
Co-reporter:Shi Wu, Binshen Wang, Yongya Zhang, Elnazeer H.M. Elageed, Haihong Wu, Guohua Gao
Journal of Molecular Catalysis A: Chemical 2016 Volumes 418–419() pp:1-8
Publication Date(Web):July 2016
DOI:10.1016/j.molcata.2016.03.002
•Phenolic hydroxyl-functionalized imidazolium ionic liquids were synthesized from reaction of imidazole derivatives and alkyl bromides.•The high catalytic activity of ionic liquids in the reaction of CO2 and epoxides attributed to synergistic effect of phenolic hydroxyl and C2-H.•The TOF of IL-2 was 900 h-1 in the reaction of CO2 and epichlorohydrin (in 90% yield) under mild reaction conditions.A series of imidazolium ionic liquids were designed and synthesized by the reaction of imidazole derivatives with alkyl bromides. These ionic liquids were applied to catalyze the reaction of CO2 and epoxides. A detailed investigation was carried out on the relationship between catalytic activities and catalyst structures. The result showed that phenolic hydroxyl-functionalized imidazolium ionic liquids containing both phenolic hydroxyl and C2-H were highly efficient catalysts. Meanwhile, the spatial positions of the phenolic hydroxyl and C2-H in the imidazolium also exhibited great effect on the catalytic efficiencies, and the order of catalytic activity was meta-isomer > ortho-isomer > para-isomer. NMR titration and DFT calculations showed a synergetic effect, which C2-H and phenolic hydroxyl cooperatively activated epoxides by hydrogen bonds, was crucial for the reaction to proceed smoothly under mild conditions. In addition, the TOF of the most active catalyst 3-(3-phenolic hydroxyl)-1-butyl-imidazolium bromide (IL-2) reached to 900 h−1 in the reaction of CO2 and epichlorohydrin under the reaction conditions of 0.1 mol% catalyst, 1 MPa CO2, 120 °C and 1 h.
Co-reporter:Dawei Zhang, Guohua Gao, Laure Guy, Vincent Robert, Jean-Pierre Dutasta and Alexandre Martinez  
Chemical Communications 2015 vol. 51(Issue 13) pp:2679-2682
Publication Date(Web):23 Dec 2014
DOI:10.1039/C4CC09428J
The first fluorescent hemicryptophane cage was synthesized and developed as an efficient and selective sensor for choline phosphate. The heteroditopic character of the host in the recognition process was evidenced. NMR experiments highlight a full encapsulation of the guest, inducing the chiralisation-like behavior of the achiral choline phosphate.
Co-reporter:Dawei Zhang, James Robert Cochrane, Alexandre Martinez and Guohua Gao  
RSC Advances 2014 vol. 4(Issue 56) pp:29735-29749
Publication Date(Web):10 Jun 2014
DOI:10.1039/C4RA02828G
Dihydrogen phosphate (H2PO4−) plays an essential role in a number of chemical and biological processes. The sensitive and selective detection of H2PO4− is of great interest to many scientific fields, ranging from supramolecular chemistry to life sciences. For the detection of H2PO4−, fluorescent methods have plenty of distinct advantages, for example they are simplistic and allow low levels of determination. Therefore, this review will focus on the current progress in the development of H2PO4− fluorescent sensors based on organic scaffolds, for sensing in both organic and aqueous solutions. Three main types of fluorescent probes will be categorized in this review: (i) intensity-based “turn-off” fluorescent sensors; (ii) intensity-based “turn-on” fluorescent sensors; and (iii) ratiometric fluorescent sensors that involve a ratio of two emission outputs. This review should provide a comprehensive description of this research area to date and be instructive for the design and synthesis of new fluorescent sensors for H2PO4−. In addition, the principles and mechanisms employed in the design of H2PO4− sensors will be thoroughly described.
Co-reporter:Dawei Zhang;Haiqiang Yang;Dr. Alexre Martinez;Kelsey Jamieson;Dr. Jean-Pierre Dutasta; Guohua Gao
Chemistry - A European Journal 2014 Volume 20( Issue 51) pp:17161-17167
Publication Date(Web):
DOI:10.1002/chem.201404806

Abstract

In this study, two perimidinium derivatives (1 and 2) were designed, synthesized, and developed as efficient fluorescent and colorimetric chemodosisensors for F in DMSO or more competitive media (DMSO containing 10 % water). In the presence of F, the yellow and non-fluorescent solution of 1/2 became colourless and exhibited strong blue fluorescence. This unique spectroscopic behaviour of 1/2 towards F was attributed to the formation of N-heterocyclic carbene deprotonated by F, which immediately reacted with water to give a colourless and fluorescent carbinol. Interestingly, it was found that this carbinol intermediate was unstable and further underwent a redox disproportionation to generate two other optically changed compounds. All the proposed mechanisms for the sensing process have been carefully confirmed by experiments.

Co-reporter:Binshen Wang;Elnazeer H. M. Elageed;Dawei Zhang;Sijuan Yang;Shi Wu;Dr. Guirong Zhang ;Dr. Guohua Gao
ChemCatChem 2014 Volume 6( Issue 1) pp:278-283
Publication Date(Web):
DOI:10.1002/cctc.201300801

Abstract

An effective one-pot method for the conversion of carbon dioxide, ethylene oxide, and amines to 3-aryl-2-oxazolidinones has been developed. This one-pot method consists of two parallel reactions and a subsequent cascade reaction between the two products of the corresponding parallel reactions. Notably, the binary ionic liquids of 1-butyl-3-methyl-imidazolium bromide and 1-butyl-3-methyl-imidazolium acetate demonstrate a synergistic catalytic effect on this new strategy. 1-Butyl-3-methyl-imidazolium bromide is essential in two parallel reactions owing to the good nucleophilicity and leaving ability of bromide, and 1-butyl-3-methyl-imidazolium acetate plays a dominant role in the subsequent cascade reaction owing to the strong basicity of acetate. In addition, the binary ionic liquids can be used thrice without significant loss of catalytic activity.

Co-reporter:Dawei Zhang, Xiaozhi Jiang, Haiqiang Yang, Zhao Su, Enqing Gao, Alexandre Martinez and Guohua Gao  
Chemical Communications 2013 vol. 49(Issue 55) pp:6149-6151
Publication Date(Web):22 May 2013
DOI:10.1039/C3CC43184C
A modular approach to obtain benzimidazolium–urea-based, fluorophore-appended macrocyclic receptors was developed. This class of receptors could be used as selective ratiometric fluorescent sensors for H2PO4− due to the synergistic binding effect of benzimidazolium and urea moieties.
Co-reporter:Dawei Zhang, Xiaozhi Jiang, Haiqiang Yang, Alexandre Martinez, Meiyuan Feng, Zhiyun Dong and Guohua Gao  
Organic & Biomolecular Chemistry 2013 vol. 11(Issue 20) pp:3375-3381
Publication Date(Web):19 Mar 2013
DOI:10.1039/C3OB27500K
In this paper, a series of novel acridine derived bisbenzimidazolium macrocyclic fluorescent sensors were designed and synthesized. X-ray crystal structures demonstrated the self-assembly behavior of these cyclophanes in the solid state driven by hydrogen bond and π–π interactions. Anion binding studies of these sensors revealed a significant effect of the macrocyclic size and rigidity for H2PO4− sensing via the obvious turn-on as well as bathochromic-shift in fluorescence emission. Different cavity size or rigidity of the sensors showed different bathochromic-shifts (from 36 to 126 nm) in fluorescence emission induced by H2PO4−, which resulted in significant color changes of fluorescence from blue to orange red, orange, green and blue-green respectively. The unique fluorescence response toward H2PO4− may be attributed to H2PO4−-induced assembly of sensors forming the excimer between two acridine rings to a different extent.
Co-reporter:Xiaozhi Jiang, Dawei Zhang, Jinjiang Zhang, Jianwei Zhao, Binshen Wang, Meiyun Feng, Zhiyun Dong and Guohua Gao  
Analytical Methods 2013 vol. 5(Issue 13) pp:3222-3227
Publication Date(Web):17 Apr 2013
DOI:10.1039/C3AY40329G
A novel flexible pyrene-based chemosensor 1 bearing two benzimidazolium moieties and a urea group was designed and synthesized. The binding properties of chemosensor 1 toward various anions were examined via UV-vis, fluorescence, and 1H NMR spectroscopic methods. The results demonstrated that chemosensor 1 could distinguish H2PO4− from other tested anions such as F−, Cl−, Br−, I−, AcO− and HSO4− by ratiometric fluorescence as chemosensor 1 formed a complex with H2PO4− in 2:2 ratio via intermolecular excimer transduction in CH3CN. The fluorescence response of chemosensor 1 to H2PO4− was hardly interfered by other anions. The detection limit of chemosensor 1 (5 × 10−6 M) toward H2PO4− is 5.02 × 10−7 M.
Co-reporter:Xiaozhi Jiang;Meiyun Feng;Dawei Zhang;Binshen Wang;Zhiyun Dong ;Guohua Gao
Chinese Journal of Chemistry 2013 Volume 31( Issue 5) pp:673-678
Publication Date(Web):
DOI:10.1002/cjoc.201201131

Abstract

A series of cyclic receptors 15 based on bis-benzimidazolium group were designed and synthesized. Their anion recognition properties were investigated by UV-vis, fluorescent spectroscopy, 1H NMR and MALDI-TOF mass spectrometry. The UV-vis and fluorescent spectroscopic studies showed that the receptors 1–5 had different binding abilities for various anions such as fluoride, chloride, bromide, iodide and acetate. The high selectivity of the receptors for fluoride and acetate anions is attributed to their basicity. Job plot and MALDI-TOF mass spectrometry demonstrated that the receptors form 1:1 complex with fluoride. DFT calculation and 1H NMR studies indicated that the receptors bind anions through (CH)+···X hydrogen bond.

Co-reporter:Zhi-Yun Dong, Da-Wei Zhang, Xiao-Zhi Jiang, Hui Li, Guo-Hua Gao
Chinese Chemical Letters 2013 Volume 24(Issue 8) pp:688-690
Publication Date(Web):August 2013
DOI:10.1016/j.cclet.2013.04.048
Compound 1 bearing urea and viologen groups has been designed and synthesized. It could be used as a colorimetric receptor for dicarboxylate anions due to the significant color changes of the solution upon the addition of dicarboxylates. More importantly, the color changes were related to the chain lengths of the dicarboxylates tested. UV–vis, 1H NMR and HRMS studies demonstrated that receptor 1 utilized hydrogen bonds and electrostatic interactions to form 1:1 stoichiometry complexes with these anions. In addition, the generation of cation radical 1+ during the complexation process was also detected by EPR.A viologen-urea-based colorimetric receptor 1 exhibited various color changes upon the addition of dicarboxylates with different chain lengths (−OOC(CH2)mCOO−, m = 1–6).
Co-reporter:Dawei Zhang, Zhiyun Dong, Xiaozhi Jiang, Meiyun Feng, Wen Li and Guohua Gao  
Analytical Methods 2013 vol. 5(Issue 7) pp:1669-1675
Publication Date(Web):18 Jan 2013
DOI:10.1039/C3AY26555B
In this article, a facile and versatile strategy for highly selective detection of Cr(VI) in 100% aqueous solution was developed based on fluorescence inner filter effect (IFE) using a hydrophilic ionic chemosensor. In the presence of Cr(VI), remarkable fluorescence quenching of the chemosensor could be observed because of the strong absorption of Cr(VI) to both the excitation and emission light of the fluorophore (in this work, acridine was chosen as the model fluorophore). By utilizing the modified Benesi–Hildebrand equation, not only was the efficiency of IFE quantitatively calculated, but also the calibration curve used for Cr(VI) determination was vastly broadened. A linear range of 5.0 × 10−6 to 1.4 × 10−3 M for Cr(VI), along with a detection limit of 8.9 × 10−7 M and a RSD of 3.6% at 2.5 × 10−5 M in 100% aqueous solution were obtained. In addition, the detection limit could be as low as 9.2 × 10−8 M in MeCN aqueous solution. Meanwhile, the present method possesses an excellent selectivity for Cr(VI) detection. It was also successfully applied in Cr(VI)-spiked tap water samples and wastewater samples.
Co-reporter:Dawei Zhang, Xiaozhi Jiang, Zhiyun Dong, Haiqiang Yang, Alexandre Martinez, Guohua Gao
Tetrahedron 2013 69(48) pp: 10457-10462
Publication Date(Web):
DOI:10.1016/j.tet.2013.09.083
Co-reporter:Meiyun Feng, Xiaozhi Jiang, Zhiyun Dong, Dawei Zhang, Binshen Wang, Guohua Gao
Tetrahedron Letters 2012 Volume 53(Issue 46) pp:6292-6296
Publication Date(Web):14 November 2012
DOI:10.1016/j.tetlet.2012.09.037
The first perimidinium-based receptors 1 and 2 have been designed and synthesized. The anion binding properties of the receptors were evaluated in DMSO by UV–vis, fluorescence spectroscopy, and 1H NMR methods. The results demonstrate that both receptors 1 and 2 exhibit good selectivity to acetate. The (C–H)+⋯X− type ionic hydrogen bonding between the perimidinium moieties and acetate is the key interaction for the recognition.
Co-reporter:ZhiYun Dong;GuoHua Gao
Science Bulletin 2012 Volume 57( Issue 11) pp:1266-1274
Publication Date(Web):2012 April
DOI:10.1007/s11434-012-5033-2
Benzimidazolium-based receptors 1–3 were designed and synthesized. On the basis of fluorescence, UV-Vis, and 1H NMR spectroscopic studies, and X-ray single crystal structure analysis, it was confirmed that the receptor 1 displays strong (C-H)+...X, N-H...X hydrogen bonds and charge-charge interactions with anions. More importantly, these investigations demonstrated that the charged (C-H)+ benzimidazolium and urea moieties play a synergistic role in anion recognition.
Co-reporter:ZhiYun Dong;Yu Yang;LiFeng Zhang;YunRong Xue;MeiYun Feng
Science Bulletin 2012 Volume 57( Issue 5) pp:473-478
Publication Date(Web):2012 February
DOI:10.1007/s11434-011-4722-6
A series of novel imidazolium based ionic liquids containing the urea moiety were designed and synthesized for anion recognition. 1-Ethylurea-3-methylimidazolium acetate ([Eumim]OAc) was used as the receptor for the halides and complex anions (BF4−, PF6−, BPh4−). 1H NMR spectra showed that the urea protons and imidazolium C(2) proton of the receptor ([Eumim]OAc) moved upfield on addition of various anions. A Job plot showed that the [Eumim]OAc receptor formed a 1:1 complex with BPh4−. X-ray diffraction analysis and the molecular modeling study revealed that the conformations of [Eumim]OAc and [Eumim]BPh4 were different. The conformational change of the cation was caused by anion exchange, and may provide an alternative to current methods for recognition of anions.
Co-reporter:Lifeng Zhang;Xianlei Fu ; Guohua Gao
ChemCatChem 2011 Volume 3( Issue 8) pp:1359-1364
Publication Date(Web):
DOI:10.1002/cctc.201100016

Abstract

The cooperative effects of cation–anion are elucidated in ionic liquid-catalyzed reactions of aniline with ethylene carbonate and the reaction of phenylacetonitrile with dimethyl carbonate. Cations of ionic liquids activate electrophiles by the proton in the 2-position of the imidazolium ring through the hydrogen-bond interaction with the carbonyl group. The catalytic activity follows the order of 1-butyl-3-methyl-imidazolium ([Bmim])>1,2-dimethyl-3-butyl imidazolium ([Bmmim])>1-butyl-pyridinium ([Bpy]), which is consistent with the order of the hydrogen bond donor ability. Simultaneously, anions of ionic liquids activate nucleophiles by accepting the hydrogen bond. The catalytic activity of imidazolium-based ionic liquids follows the order Cl>Br>BF4>PF6>C(CN)2COOEt≈NTf2>BPh4, which is consistent with the order of the hydrogen bond acceptor ability. The dual activation of nucleophiles and electrophiles by the cations and anions of ionic liquids is crucial to promote the reaction in high yields.

Co-reporter:Guohua Gao ;Shifu Cheng;Ying An;Xiaojuan Si;Xianlei Fu;Yueming Liu;Haijiao Zhang;Peng Wu ;Ming-Yuan He
ChemCatChem 2010 Volume 2( Issue 4) pp:459-466
Publication Date(Web):
DOI:10.1002/cctc.200900073

Abstract

The application of several titanosilicates to the oxidation of aromatic sulfur compounds such as thiophene, benzothiophene, dibenzothiophene, and 4,6-dimethyldibenzothiophene with H2O2 under mild conditions is reported. Superior to other titanosilicates, Ti-MWW demonstrates a higher activity for the oxidation of 4,6-dimethyldibenzothiophene owing to the unique pore structure of the MWW topology. The effects of solvent, temperature, catalyst amount, and H2O2/S ratio on the oxidation of 4,6-dimethyldibenzothiophene over this catalyst are studied in detail. The catalyst is also applied to the oxidative desulfurization of commercial diesel. The sulfur compounds in the commercial diesel were oxidized to the corresponding sulfones, which could be readily extracted by acetonitrile, resulting in a maximum sulfur removal of 88 % .

Co-reporter:Ting ZOU;Liang LU;Xiuli LIU;Zhan ZHANG;Yunrong XUE;Yu YANG;Caimeng Li;Xianlei FU ;Guohua GAO
Chinese Journal of Chemistry 2009 Volume 27( Issue 8) pp:1492-1500
Publication Date(Web):
DOI:10.1002/cjoc.200990251

Abstract

A series of novel amide anion based ionic liquids containing nitrile groups have been synthesized using the method of ion-exchange between potassium amide and various quaternary halide salts such as trimethylamine, triethylamine, tributylamine, N-methylpyrrolidine, and N-methylimidazole. All of the functionalised ionic liquids were characterized by IR, 1H and 13C NMR, and MS. The synthesized ionic liquids exhibited advantageously high thermal stability. The decomposition temperature of ionic liquids measured via TGA ranged from 224 to 289°C. The functionalised ionic liquid, 1-ethyl-3-methylimidazolium propionyl cyanamide ([EMIm][N(CN)COC2H5]), was used as a ligand in the palladium catalyzed Suzuki coupling reaction. The yields of the coupling reaction increased by 10%–20% by the addition of [EMIm][N(CN)COC2H5].

Co-reporter:Zhan Zhang, Hai Ying Ji, Xian Lei Fu, Yu Yang, Yun Rong Xue, Guo Hua Gao
Chinese Chemical Letters 2009 Volume 20(Issue 8) pp:927-930
Publication Date(Web):August 2009
DOI:10.1016/j.cclet.2009.03.034
Substituted polyaryls were synthesized successfully via sterically hindered double Suzuki cross-couplings of arylboronic acids with aryl dibromides in the presence of Pd(PPh3)4 and KOtBu within a very short time.
Co-reporter:Ting ZOU;Liang LU;Xiu-Li LIU;Zhan ZHANG;Li-Bing WANG;Xian-Lei FU;Yuan KOU;Ming-Yuan HE
Chinese Journal of Chemistry 2008 Volume 26( Issue 8) pp:1469-1480
Publication Date(Web):
DOI:10.1002/cjoc.200890267

Abstract

A series of asymmetric methide anion based ionic liquids containing nitrile groups have been synthesized for the first time using the method of ion-exchange between sodium/potassium methide and various quaternary bromide/chloride salts of trimethylamine, triethylamine, tributylamine, N-methylpyrrolidine, and N-methylimidazole. All of the functionalised ionic liquids were characterized by IR, 1H, 13C NMR, MS and elemental analysis. The decomposition temperature of the ionic liquids measured via TGA ranged from 219 to 339 °C. The functionalised ionic liquid, [Bmim][C(CN)2COCH3], was used as a ligand for Suzuki coupling reaction. The yields of the coupling reaction increased 10% –15% by the addition of the functionalised ionic liquid, [Bmim][C(CN)2COCH3].

Co-reporter:Jinbao Gao;Liang Lu;Wenjuan Zhou;Guohua Gao;Mingyuan He
Journal of Porous Materials 2008 Volume 15( Issue 2) pp:127-132
Publication Date(Web):2008 April
DOI:10.1007/s10934-007-9112-8
Vanadyl Schiff base complexes covalently attached on the surface of MCM-41 have been synthesized by anchoring Schiff base and subsequent reaction with VO(acac)2. XRD, nitrogen adsorption and desorption, UV-visible spectroscopy and FT-IR show that vanadyl Schiff base complexes were successfully anchored on the surface of MCM-41 and the mesopore ordering decreased after the anchoring. The so-prepared heterogeneous catalysts have showed high activity for sulfide oxidation.
Co-reporter:Xiaojuan Si;Shifu Cheng;Yong Lu;Guohua Gao;Ming-Yuan He
Catalysis Letters 2008 Volume 122( Issue 3-4) pp:321-324
Publication Date(Web):2008 May
DOI:10.1007/s10562-007-9380-6
Au/Ti-MWW catalysts were prepared by the impregnation of HAuCl4 on Ti-MWW. Its structure and properties were characterized by X-ray diffraction, N2 adsorption and UV-visible. The oxidation reactions of thiophene (TH), benzothiophene (BT), dibenzothiophene (DBT) and 4,6-dimethyl-dibenzothiophene (DMDBT) were investigated at mild reaction conditions using H2O2 as oxidant. The results showed that Au loading could significantly promote the activity of Ti-MWW for oxidative desulfurization.
Co-reporter:Binshen Wang, Xin Feng, Lifeng Zhang, Sijuan Yang, Xiaozhi Jiang, Jing Zhou, Guohua Gao
Journal of CO2 Utilization (June 2013) Volume 1() pp:88-91
Publication Date(Web):1 June 2013
DOI:10.1016/j.jcou.2013.02.001
Ionic liquids were firstly used as catalysts for one-pot synthesis of 4-(phenylamino)methyl-ethylene carbonate from CO2, epichlorohydrin and aniline without the utilization of any solvents or additives. The effects of the ratio of epichlorohydrin and aniline, catalyst amount, reaction temperature, time and initial CO2 pressure were investigated. The catalytic activity of the reaction was affected by the anions of ionic liquids and followed the order of Cl− > Br− > OAc− > BF4− > PF6−. The possible reaction mechanism was proposed based on the reaction results.Graphical abstractDownload full-size imageHighlights► CO2 activation under mild conditions in the presence of ionic liquids. ► One-pot synthesis of amino functionalized cyclic carbonate from CO2, epichlorohydrin and aniline. ► The catalytic activity of the reaction is affected by the anions of ionic liquids.
Co-reporter:Dawei Zhang, Xiaozhi Jiang, Haiqiang Yang, Zhao Su, Enqing Gao, Alexandre Martinez and Guohua Gao
Chemical Communications 2013 - vol. 49(Issue 55) pp:NaN6151-6151
Publication Date(Web):2013/05/22
DOI:10.1039/C3CC43184C
A modular approach to obtain benzimidazolium–urea-based, fluorophore-appended macrocyclic receptors was developed. This class of receptors could be used as selective ratiometric fluorescent sensors for H2PO4− due to the synergistic binding effect of benzimidazolium and urea moieties.
Co-reporter:Dawei Zhang, Xiaozhi Jiang, Haiqiang Yang, Alexandre Martinez, Meiyuan Feng, Zhiyun Dong and Guohua Gao
Organic & Biomolecular Chemistry 2013 - vol. 11(Issue 20) pp:NaN3381-3381
Publication Date(Web):2013/03/19
DOI:10.1039/C3OB27500K
In this paper, a series of novel acridine derived bisbenzimidazolium macrocyclic fluorescent sensors were designed and synthesized. X-ray crystal structures demonstrated the self-assembly behavior of these cyclophanes in the solid state driven by hydrogen bond and π–π interactions. Anion binding studies of these sensors revealed a significant effect of the macrocyclic size and rigidity for H2PO4− sensing via the obvious turn-on as well as bathochromic-shift in fluorescence emission. Different cavity size or rigidity of the sensors showed different bathochromic-shifts (from 36 to 126 nm) in fluorescence emission induced by H2PO4−, which resulted in significant color changes of fluorescence from blue to orange red, orange, green and blue-green respectively. The unique fluorescence response toward H2PO4− may be attributed to H2PO4−-induced assembly of sensors forming the excimer between two acridine rings to a different extent.
Co-reporter:Dawei Zhang, Guohua Gao, Laure Guy, Vincent Robert, Jean-Pierre Dutasta and Alexandre Martinez
Chemical Communications 2015 - vol. 51(Issue 13) pp:NaN2682-2682
Publication Date(Web):2014/12/23
DOI:10.1039/C4CC09428J
The first fluorescent hemicryptophane cage was synthesized and developed as an efficient and selective sensor for choline phosphate. The heteroditopic character of the host in the recognition process was evidenced. NMR experiments highlight a full encapsulation of the guest, inducing the chiralisation-like behavior of the achiral choline phosphate.
Co-reporter:
Analytical Methods (2009-Present) 2013 - vol. 5(Issue 7) pp:NaN1675-1675
Publication Date(Web):2013/01/18
DOI:10.1039/C3AY26555B
In this article, a facile and versatile strategy for highly selective detection of Cr(VI) in 100% aqueous solution was developed based on fluorescence inner filter effect (IFE) using a hydrophilic ionic chemosensor. In the presence of Cr(VI), remarkable fluorescence quenching of the chemosensor could be observed because of the strong absorption of Cr(VI) to both the excitation and emission light of the fluorophore (in this work, acridine was chosen as the model fluorophore). By utilizing the modified Benesi–Hildebrand equation, not only was the efficiency of IFE quantitatively calculated, but also the calibration curve used for Cr(VI) determination was vastly broadened. A linear range of 5.0 × 10−6 to 1.4 × 10−3 M for Cr(VI), along with a detection limit of 8.9 × 10−7 M and a RSD of 3.6% at 2.5 × 10−5 M in 100% aqueous solution were obtained. In addition, the detection limit could be as low as 9.2 × 10−8 M in MeCN aqueous solution. Meanwhile, the present method possesses an excellent selectivity for Cr(VI) detection. It was also successfully applied in Cr(VI)-spiked tap water samples and wastewater samples.
Co-reporter:
Analytical Methods (2009-Present) 2013 - vol. 5(Issue 13) pp:
Publication Date(Web):
DOI:10.1039/C3AY40329G
A novel flexible pyrene-based chemosensor 1 bearing two benzimidazolium moieties and a urea group was designed and synthesized. The binding properties of chemosensor 1 toward various anions were examined via UV-vis, fluorescence, and 1H NMR spectroscopic methods. The results demonstrated that chemosensor 1 could distinguish H2PO4− from other tested anions such as F−, Cl−, Br−, I−, AcO− and HSO4− by ratiometric fluorescence as chemosensor 1 formed a complex with H2PO4− in 2:2 ratio via intermolecular excimer transduction in CH3CN. The fluorescence response of chemosensor 1 to H2PO4− was hardly interfered by other anions. The detection limit of chemosensor 1 (5 × 10−6 M) toward H2PO4− is 5.02 × 10−7 M.
Co-reporter:Li Qin, Binshen Wang, Yongya Zhang, Li Chen and Guohua Gao
Chemical Communications 2017 - vol. 53(Issue 26) pp:NaN3788-3788
Publication Date(Web):2017/03/08
DOI:10.1039/C6CC10158E
Hierarchical porous poly(ionic liquid)s (PILs) with high specific surface area were firstly synthesized via anion exchange. The exchange of bulky salicylate and its dimers/clusters in PILs by other smaller anions increased the specific surface area and fabricated a hierarchical porous structure. The high specific surface area and hierarchical porous structure prompted a high degree of exposure of the active sites and made the heterogeneous PIL catalysts contact with substrates sufficiently, enhancing their catalytic activity.
1H-Imidazolium, 3-butyl-1,2-dimethyl-, acetate (1:1)
1,3-DIOXOLAN-2-ONE, 4-[[(4-CHLOROPHENYL)THIO]METHYL]-
2-[[4-(2-BROMOETHOXY)-3-METHOXYPHENYL]METHOXY]OXANE
Octyl β-D-Mannopyranoside
(2-OXO-1,3-DIOXOLAN-4-YL)METHYL 2-METHYLPROPANOATE
Phenol,4-[(2-methyl-1H-imidazol-1-yl)methyl]-
2-Oxazolidinone, 5-methyl-3-(4-nitrophenyl)-
2-Oxazolidinone, 5-ethyl-3-phenyl-
1H-Imidazole, 1-methyl-, monohydrobromide