Chinese Journal of Chemistry

Cover image for Vol. 32 Issue 7

Early View (Online Version of Record published before inclusion in an issue)

Editors: Guozhen Ji, Shengming Ma

Online ISSN: 1614-7065

Associated Title(s): Chemistry - A European Journal, Chemistry – An Asian Journal, Israel Journal of Chemistry, The Chemical Record

VIEW

  1. 1 - 26
  1. Full Papers

    1. Complexation of Triptycene-Derived Macrotricyclic Host Containing Pyridine Groups with Paraquat Derivatives: A Switchable Process Controlled by Zn2+ Ions

      Ying Han, Jiabin Guo and Chuanfeng Chen

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400400

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      A triptycene-derived macrotricyclic host containing two pyridine groups was synthesized, and it could form 1:1 stable host-guest complexes with paraquat derivatives in both solution and solid state. Especially, it was found that binding and releasing of the guest molecules in the complexes could be efficiently controlled by zinc ions.

    2. Polyvinylpyrrolidone as an Efficient Stabilizer for Silver Nanoparticles

      Weidong Huang, Linxia Zhang, Qiuping Yang and Zhimin Wang

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400349

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      Surfactants screening demonstrated that PVP was an satisfactory stabilizer for AgNPs, which not only was effective at low concentration (0.1%, V/V), but also could protect silver colloids from aggregation for a long period at 1 mol·L−1 NaCl, and 6 h even at 3 mol·L−1 NaCl. It is worth pointing out that aggregation induced by salt is an irreversible process, that is, if sufficient NaCl solution was first added to silver colloids, the aggregated nanoparticles would not disperse nomatter which surfactant was added. The blue and red in the syringes represent surfactants and NaCl, respectively.

    3. Absolute Configurational Assignments of Amino Acid Esters by a CD-Sensitive Malonamide-Linked Zinc Bisporphyrinate Host

      Baozhen Liu, Jiaxun Jiang, Xianshi Fang and Chuanjiang Hu

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400327

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      A novel malonamide-linked zinc bisporphyrinate [Zn2-1] has been synthesized and characterized. UV-vis and NMR spectroscopic studies suggest it aggregates in solution. When it is mixed with amino acid esters, it shows strong induced circular dichroism signals with the amplitude value up to ca. 1500 L·mol−1·cm−1.

    4. A New Cyclization/Decarboxylation Reaction of Isatins with Acyl Chlorides for the Facile Synthesis of 3-Alkenyl-Oxindoles

      Lin Chen, Zhijun Wu, Lin Peng, Qilin Wang, Xiaoying Xu and Lixin Wang

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400320

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      The first cyclization/decarboxylation reaction of isatins with acyl chlorides promoted by 4-dimethylaminopyridine (DMAP) was described and a series of desired 3-alkenyl-oxindoles were obtained in good yields (up to 80%) and E/Z selectivities (up to 6.4/1).

    5. CuBr-Promoted Tandem Cyclization/Trifluoromethylation of 2-Alkynylanilines: Efficient Synthesis of 3-Trifluoromethylindoles

      Guangcun Ge, Xiaojun Huang, Changhua Ding, Hao Li, Shili Wan and Xuelong Hou

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400298

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      A new efficient strategy for the synthesis of 3-trifluoromethyl-indoles was developed through tandem cyclization/trifluoromethylation of 2-alkynylanilines and Umemoto's reagent under effect of CuBr. The preliminary mechanism study indicates the solvent dimethylacetamide acts as the role of dealkylation.

    6. Catalyst-Free Reaction in Water: Synthesis of Functionalized Tetrahydroindole Derivatives via Three-Component Domino Reaction

      Xian Feng, Jianjun Wang, Wei Lin, Juanjuan Zhang, Zhibin Huang and Daqing Shi

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400312

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      An environmentally benign and efficient method has been developed for the synthesis of functionalized tetrahydroindole derivatives in aqueous media under catalyst-free conditions, by simply combining a phenylglyoxal monohydrate, an enaminone, and a barbituric acid. The advantages of this method are that it is catalyst free, has an easy workup, provides good yields, and uses water as solvent, which make this procedure facile and practical.

    7. Water-Promoted Ring-Opening Reactions of N-Substituted Saccharins and Phthalimides by Amines

      Lisha Bai, Xuan Zhang and Ning Ma

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400253

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      Reactions of N-substituted saccharins and phthalimides with amines could be promoted by water. Various o-sulfamoyl benzamides and N,N′-disubstituted phthalamides were prepared in moderate to good yields. These reactions have prominent advantages, such as short reaction time, less by-products and simple isolation of the products.

    8. Copper(II)-Catalyzed Synthesis of N-Substituted-3-amino-4-cyano-isoquinoline-1(2H)-ones by the Reaction of N-Substituted-2-iodobenzamides with Malononitrile

      Yeye Liu, Runsheng Zeng, Jie Pan and Jianping Zou

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400237

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      A novel Cu(OAc)2·H2O catalyzed coupling reaction of 2-iodobenzamides with malononitrile to afford 2-substituted-3-amino-4-cyano-isoquinoline-1(2H)-ones is described. The reaction proceeded in DMSO at 90°C for 5 h in nitrogen without external ligands.

  2. Communications

    1. AgF-Mediated Dialkylation of Activate Alkenes: An Efficient Access to Nitrile-Containing Spirooxindoles

      Liang Wu, Pinhong Chen and Guosheng Liu

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400350

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      A novel silver-mediated dialkylation of alkenes was disclosed, in which stoichiometric amount of AgF was essential to activate C[BOND]H bonds of acetonitrile. This method provided an efficient way to synthesize nitrile-containing spirooxindoles.

    2. Copper-Catalyzed Three-Component Azidotrifluoromethylation/Difunctionalization of Alkenes

      Mingbo Yang, Wenlu Wang, Yin Liu, Lijie Feng and Xuexia Ju

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400167

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      The intermolecular azidotrifluoromethylation of alkenes under copper catalysis is presented here. The reaction proceeded smoothly under gentle temperature, which gave the bifunctional olefins in high yields. Furthermore, 1,3-dipolar reactions between azide-containing products and phenylacetylene revealed great potential in molecular modification by using this method.

    3. Imine-Linked Covalent Organic Framework on Surface for Biosensor

      Peiyuan Wang, Mengmeng Kang, Shumin Sun, Qiang Liu, Zhihong Zhang and Shaoming Fang

      Article first published online: 20 JUL 2014 | DOI: 10.1002/cjoc.201400260

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      Imine-linked covalent organic frameworks on amino functionalized silicon substrate were constructed via the reaction between 1,3,5-benzenetricarboxaldehyde and 1,4-diaminobenzene and used as biosensor for BSA adsorption and probe DNA immobilization.

  3. Full Papers

    1. Enhanced Salt Tolerance of Polyurethane Based Multilayer Films

      Xiaoxia Hu, Jie Xu, Shimei Xu, Jide Wang and Shun Feng

      Article first published online: 3 JUL 2014 | DOI: 10.1002/cjoc.201400303

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      Polyurethane based multilayer films fabricated by Layer-by-Layer technique showed improved salt tolerance after introducing strong polyelectrolyte poly(styrene sulfonic acid) sodium (PSS), which exhibits potential usage in controlled drug delivery, especially in the tissues or organs with high salt concentration (like kidney) for sustained drug release.

    2. Ordered Ultrathin Films of Perylene Anions and Layered Double Hydroxide Using Exfoliation-coassembly Method

      Yingkui Zhang, Ming Song, Rongping Yun, Qingyun Meng and Dongpeng Yan

      Article first published online: 3 JUL 2014 | DOI: 10.1002/cjoc.201400284

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      Perylene 3,4,9,10-tetracarboxylate (PTCB) and polymer anions (such as poly 4-styrene sulfonate (PSS) and poly vinyl sulfonate (PVS)) were co-assembled with layered double hydroxides (LDHs) nanosheets to obtain orderly ultrathin films, which show polarized luminescence.

  4. Communications

    1. A 1,2,3,4-Tetrahydrofullerene Derivative Generated from a [60]Fulleroindoline: Regioselective Electrosynthesis and Computational Study

      Yang Xiao and Guanwu Wang

      Article first published online: 17 JUN 2014 | DOI: 10.1002/cjoc.201400205

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      A 1,2,3,4-tetrahydro[60]fullerene derivative with two fullerenyl protons was prepared efficiently and selectively by treating a dianionic [60]fulleroindoline with trifluoroacetic acid. The reason for the high regioselectivity of the reaction was elucidated by theoretical calculations.

    2. Modulating the Helicity of Sugar-Substituted Perylene Diimide Self-assemblies by Solvent Polarilities

      Qiang Guo, Junchao Wang, Lingyun Zhu and Zhixiang Wei

      Article first published online: 13 JUN 2014 | DOI: 10.1002/cjoc.201400218

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      The energy difference of systems in which molecules are coaxially arranged is small, leading to the phenomenon of the helical morphology of sugar-substituted perylene diimide being easily affected by the polarity of the solutions.

    3. Fc-PIP Catalyzed Asymmetric Synthesis of cis-2,3-Dihydrobenzofurans

      Shanshan Jiang, Bin Hu, Xingxin Yu and Weiping Deng

      Article first published online: 13 JUN 2014 | DOI: 10.1002/cjoc.201400186

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      A highly enantioselective intramolecular Michael addition-Lactonization domino reaction of a range of enon acids catalyzed by nuleophilic organocatalyst (Fc-PIP) was developed, furnishing cis-2,3-dihydrobenzofuran derivatives with excellent enantioselecitivities (94%–98% ee) and good diastereoselectivities (up to 99/1).

  5. Full Papers

    1. Carboxylatopillarene-Modified Reduced Graphene Oxides with High Water Dispersibility for Fluorescent Dye Sensing

      Ting Zhou, Hao Yu, Mingqiang Liu and Ying-Wei Yang

      Article first published online: 5 JUN 2014 | DOI: 10.1002/cjoc.201400238

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      Carboxylated pillar[5]arene (CP5) macrocycles were modified onto the surface of reduced graphene oxide (RGO) via covalent bonds to form new pillarene-functionalized RGO nanosheets, i.e., RGO-CP5, showing great potentials in the sensing and detection of analytes in aqueous solutions.

    2. Fe(OTf)3 Catalyzed Annulation of 2,3-Disubstituted Indoles with Aziridines

      Hua Liu, Chao Zheng and Shu-Li You

      Article first published online: 5 JUN 2014 | DOI: 10.1002/cjoc.201400178

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      A Fe(OTf)3 catalyzed [3+2] annulation reaction between N-Ts aziridines and 2,3-disubstituted indoles has been developed to furnish a series of hexahydropyrrole[3,4-b]indole derivatives.

    3. Boron-Oxygen Bond Cleavage of Pinacolborane and Catecholborane Mediated by a Scandium Phosphinidene Complex

      Wei Wang, Yingdong Lv, Xiaofeng Gou, Xuebing Leng and Yaofeng Chen

      Article first published online: 5 JUN 2014 | DOI: 10.1002/cjoc.201400150

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      Scandium phosphinidene complex (1) breaks the B[BOND]O bond of pinacolborane and catecholborane at room temperature to give scandium pinacolate and catecholate containing unusual [P(Ar)B(H)P(Ar)]2− dianion, although the B[BOND]O bond is much stronger than the B[BOND]H bond.

  6. Communications

    1. New Ligands for Copper-Catalyzed C[BOND]N Coupling Reactions at Gentle Temperature

      Jinyue Su, Yatao Qiu, Sheng Jiang and Dayong Zhang

      Article first published online: 5 JUN 2014 | DOI: 10.1002/cjoc.201400147

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    2. A BINOL Based Fluorescence Sensor for Distinction of D-Glucose

      Bangyu Xu, Jiting Hou, Kun Li, Zhengwei Lu and Xiaoqi Yu

      Article first published online: 5 JUN 2014 | DOI: 10.1002/cjoc.201400120

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      A BINOL-based fluorescent probe for glucose was presented, which could distinct D-glucose from other monosaccharides.

  7. Full Papers

    1. Synthesis of (±)-Bakuchiol via a Pot-Economy Approach

      Meng-Yuan Huang, Long Chen, Luoxi Li, Xueshun Jia and Ran Hong

      Article first published online: 22 APR 2014 | DOI: 10.1002/cjoc.201400160

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  8. Notes

    1. Self-Assembly of Chiral Nano-bowl from Chiral Pd-complex Building Corners and 4,7-Phenanthroline Linkers

      Lina Yu, Xuanfeng Jiang and Shuyan Yu

      Article first published online: 4 APR 2014 | DOI: 10.1002/cjoc.201400085

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      A chiral [M3L3]6+-type metallo-nanobowl was constructed from cis-protected mono-palladium complexes as chiral corners and 4,7-phenanthroline ligand (L) as linkers by metal-directed self-assembly in aqueous media.

  9. Communications

    1. Sidearm as a Control in the Asymmetric Ring Opening Reaction of Donor-Acceptor Cyclopropane

      Qikai Kang, Lijia Wang, Zhongbo Zheng, Junfang Li and Yong Tang

      Article first published online: 4 APR 2014 | DOI: 10.1002/cjoc.201400053

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      A new type of trisoxazoline and bisthiazoline based ligands have been developed, which are absent of chiral motif on the parent skeleton and contain a chiral backbone on sidearm. The ligands promote the amine nucleophilic ring opening reaction of 1,1-cyclopropane diesters smoothly, furnishing the γ-amino acid derivatives in high yield with moderate to good enantioselectivity.

  10. Full Papers

    1. New Lignans from the Leaves and Stems of Schisandra chinensis and Their Anti-HIV-1 Activities

      Yiming Shi, Weimao Zhong, Huan Chen, Ruirui Wang, Shanzhai Shang, Chengqin Liang, Zhonghua Gao, Yongtang Zheng, Weilie Xiao and Handong Sun

      Article first published online: 13 MAR 2014 | DOI: 10.1002/cjoc.201400001

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      Six new lignans were isolated from the leaves and stems of Schisandra chinensis. The structures of the new compounds were established on the basis of spectroscopic methods including 1D- and 2D-NMR techniques and CD experiments. All the new compounds showed anti-HIV-1 activities with EC50 values in the range 17.89–138.23 µg/mL.

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