Applied Organometallic Chemistry

Cover image for Vol. 29 Issue 3

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

Editor-in-Chief Cornelis J. Elsevier

Impact Factor: 2.017

ISI Journal Citation Reports © Ranking: 2013: 21/71 (Chemistry Applied); 21/45 (Chemistry Inorganic & Nuclear)

Online ISSN: 1099-0739

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  1. 1 - 20
  1. Full Papers

    1. Caesium carbonate supported on hydroxyapatite-encapsulated Ni0.5Zn0.5Fe2O4 nanocrystallites as a novel magnetically basic catalyst for the one-pot synthesis of pyrazolo[1,2-b]phthalazine-5,10-diones

      Behrooz Maleki, Samaneh Barat Nam Chalaki, Samaneh Sedigh Ashrafi, Esmail Rezaee Seresht, Farid Moeinpour, Amir Khojastehnezhad and Reza Tayebee

      Article first published online: 25 FEB 2015 | DOI: 10.1002/aoc.3288

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      For the first time, the synthesis is suggested of caesium carbonate supported on hydroxyapatite-encapsulated Ni0.5Zn0.5Fe2O4 nanocrystallites (NZF@HAP-Cs) as a novel magnetically basic catalyst for the preparation of pyrazolo[1,2-b]phthalazine-5,10-diones.

    2. Highly efficient protection of alcohols and phenols catalysed by tin porphyrin supported on MIL-101

      Farnaz Zadehahmadi, Shahram Tangestaninejad, Majid Moghadam, Valiollah Mirkhani, Iraj Mohammadpoor-Baltork and Reihaneh Kardanpour

      Article first published online: 24 FEB 2015 | DOI: 10.1002/aoc.3270

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      The catalytic activity of 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], supported on chloromethylated MIL-101 (CM-MIL-101) was investigated in the protection of alcohols and phenols in trimethylsilylation and tetrahydropyranylation reactions with hexamethyldisilazane (HMDS) and 3,4-dihydro-2H-pyran (DHP), respectively. This supported [SnIV(TNH2PP)(OTf)2]/CM-MIL-101 catalyst has the advantages of excellent yields and short reaction times at room temperature and it can be reused several times without significant decrease in its initial activity and stability.

    3. Synthesis, crystal structures and characterization of late first row transition metal complexes derived from thiosemicarbazone hub: DNA binding/cleavage studies

      Priya P. Netalkar, Sandeep P. Netalkar and Vidyanand K. Revankar

      Article first published online: 18 FEB 2015 | DOI: 10.1002/aoc.3286

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      The molecular structures of ligand LH, C1 and C2 complexes have been determined by single crystal X-ray diffraction method. The results showed that the ligand LH and complex C4 bind to CTA-DNA through partial intercalation while the remaining complexes bind electrostatically. Further, C1, C2 and C4 complexes have shown better cleavage potential towards E. coli DNA.

    4. Cobalt manganese oxide nanoparticles as recyclable catalyst for efficient synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles under solvent-free conditions

      Hossein Ahmadian, Hojat Veisi, Changiz Karami, Alireza Sedrpoushan, Maryam Nouri, Fariba Jamshidi and Iman Alavioon

      Article first published online: 17 FEB 2015 | DOI: 10.1002/aoc.3283

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      Cobalt manganese oxide nanocatalyst (Co/Mn NPs) has been applied as an efficient and green catalyst for the synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles under solvent-free conditions.

    5. Selective oxidation of benzylic, allylic and propargylic alcohols using dirhodium(II) tetraamidinate as catalyst and aqueous tert-butyl hydroperoxide as oxidant

      Abudureheman Wusiman and Chong-Dao Lu

      Article first published online: 16 FEB 2015 | DOI: 10.1002/aoc.3281

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      The dirhodium(II) tetraamidinate complex Rh2(Msip)4 shows high catalytic activity for the oxidation of various benzylic, allylic and propargylic alcohols under mild aqueous conditions using tert-butyl hydroperoxide as oxidant. This catalytic system allows chemoselective oxidation of activated secondary alcohols, while leaving other intramolecular alkyl hydroxyls untouched.

    6. Manganese dioxide and N,N′,N″-trihydroxyisocyanuric acid: a novel and recyclable catalytic system for aerobic oxidation of toluene derivatives in PEG-1000-based dicationic acidic ionic liquid

      Tingting Lu, Lijie Zhang, Zhongxue Ge, Yueping Ji and Ming Lu

      Article first published online: 13 FEB 2015 | DOI: 10.1002/aoc.3285

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      MnO2 was employed with THICA to catalyze the aerobic oxidation of alkylaromatics to their corresponding acids with PEG1000–DAIL as solvent. Several toluenes with electron-donating or electron-withdrawing groups were oxidized with good to moderate conversions and selectivities. MnO2 can be a radical initiator of THICA, and a possible mechanism of this catalytic process is proposed. Both catalyst and PEG1000–DAIL can be reused at least eight times without loss of catalytic activity.

    7. Fabrication of covalently functionalized mesoporous silica core–shell magnetite nanoparticles with palladium(II) acetylacetonate: application as a magnetically separable nanocatalyst for Suzuki cross-coupling reaction of acyl halides with boronic acids

      Abdolreza Hajipour and Ghobad Azizi

      Article first published online: 12 FEB 2015 | DOI: 10.1002/aoc.3280

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      We report the preparation of Pd(acac)2 supported on acac-functionalized doubly silica-coated magnetic nanoparticles. The magnetically separable Pd nanocatalyst is active for Suzuki cross-coupling reaction of acyl halides with boronic acids.

  2. Book Reviews

  3. Full Papers

    1. A silicon-assisted synthesis of (E)-β-haloenamides from N-vinylamides

      Justyna Szudkowska-Frątczak, Maciej Zaranek, Grzegorz Hreczycho, Maciej Kubicki, Tomasz Grabarkiewicz and Piotr Pawluć

      Article first published online: 8 FEB 2015 | DOI: 10.1002/aoc.3284

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      Sequential silylation/halodesilylation of N-vinylamides provides straightforward access to (E)-β-iodoenamides and (E)-β-bromoenamides.

    2. A highly stable and efficient magnetically recoverable and reusable Pd nanocatalyst in aqueous media heterogeneously catalysed Suzuki C–C cross-coupling reactions

      Bahareh Abbas Khakiani, Khalil Pourshamsian and Hojat Veisi

      Article first published online: 7 FEB 2015 | DOI: 10.1002/aoc.3282

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      Surface modification of Fe3O4 nanoparticles was used for the immobilization of palladium nanoparticles to produce Fe3O4/Ethyl-CN/Pd as a magnetically reusable nanocatalyst in the Suzuki coupling reaction.

    3. Silver-catalyzed Glaser coupling of alkynes

      Guoli Mo, Zaimin Tian, Jiping Li, Guohua Wen and Xiaomin Yang

      Article first published online: 7 FEB 2015 | DOI: 10.1002/aoc.3275

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      Excellent yields were obtained from the AgNO3-catalyzed homocoupling reaction of alkynes in DMF using PPh3 as ligand. This safe and simple silver catalytic system has been employed in a safe and efficient protocol for the synthesis of various 1,3-diyne products from the corresponding aromatic or aliphatic alkynes with good air stability and absence of side products.

    4. N-methyliminodiacetic acid as a simple and highly efficient ligand for palladium-catalyzed Suzuki–Miyaura cross-coupling of aryl chlorides

      Liang Qi, Xiuling Zhou, Xiaogang Li, Wei Li, Meiyun Lv and Mengping Guo

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3279

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      N-methyliminodiacetic acid has a simple structure, remains stable in air and can be obtained cheaply and easily. It was used as a ligand in palladium-catalyzed Suzuki cross-coupling reaction of phenylboronic acid with aryl chlorides, and it showed high catalytic activity.

    5. Cycloaddition of epoxide and CO2 to cyclic carbonate catalyzed by VO(IV) porphyrin

      Dongsheng Bai, Zhiyong Zhang, Guangjian Wang and Fang Ma

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3278

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      Cyclic carbonates were synthesized from epoxides and CO2 catalyzed by VO porphyrin under 1.4 MPa CO2 pressure at 150°C without using solvent.

    6. Nano palladium supported on high-surface-area metal–organic framework MIL-101: an efficient catalyst for Sonogashira coupling of aryl and heteroaryl bromides with alkynes

      Manne Annapurna, T. Parsharamulu, P. Vishnuvardhan Reddy, M. Suresh, Pravin R. Likhar and Mannepalli Lakshmi Kantam

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3277

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      Palladium nanoparticle-incorporated metal–organic framework MIL-101 (Pd/MIL-101) was successfully synthesized and characterized using various techniques. Pd/MIL-101 is shown to be a highly efficient catalyst for Sonogashira coupling of terminal alkynes with aryl and heteroaryl bromides under copper-free conditions. The catalyst is recycled by simple filtration and reused for up to four cycles without significant loss in catalytic activity.

    7. Palladium-catalyzed three-component cyclization of 2-bromocyclohex-1-enecarboxylic acids with carbon monoxide and arylhydrazines leading to 2-anilinohydroisoindoline-1,3-diones

      Il Chul Yoon and Chan Sik Cho

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3274

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      2-Bromocyclohex-1-enecarboxylic acids react with arylhydrazines or their hydrochlorides in tetrahydrofuran (THF) under CO pressure in the presence of PdCl2/1,3-bis(diphenylphosphino)propane (dppp) along with Et3N to give 2-anilinohydroisoindoline-1,3-diones.

    8. A highly efficient heterogeneous rhodium(I)-catalyzed C–S coupling reaction of thiols with polychloroalkanes or alkyl halides under mild conditions

      Jianhui Xia, Ruiya Yao and Mingzhong Cai

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3273

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      Heterogeneous C–S coupling reaction of thiols with polychloroalkanes or alkyl halides was achieved at 30 or 80 °C in the presence of 5 mol% of an MCM-41-immobilized bidentate phosphine rhodium complex (MCM-41-2P-RhCl(PPh3)) and triethylamine.

    9. Novel organosilicon dendrons as effective linkers for biomolecules binding on a glass surface

      Grzegorz Hreczycho, Emilia Frydrych-Tomczak, Karolina Sterzynska, Joanna Budna, Agnieszka Malinska, Hieronim Maciejewski and Maciej Zabel

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3272

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      A new, flexible and selective protocol for the synthesis of new ethoxy-substituted silicon dendrons containing epoxide or amine functional groups for glass surface modification has been developed. Modified solid supports are successfully applied in immobilization of proteins, especially monoclonal antibodies against a wide range of antigens.

    10. Synthesis of 8-hydroxyquinolium chloroacetate and synthesis of complexes derived from 8-hydroxyquinoline, and characterization, density functional theory and biological studies

      Mosaad R. Mlahi, Elsayed M. Afsah, Amr Negm and Mohsen M. Mostafa

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3265

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      Several complexes derived from 8-hydroxyquinoline have been synthesized and characterized. Biological activity of the complexes have been screened.

    11. An efficient, mild and selective Ullmann-type N-arylation of indoles catalysed by Pd immobilized on amidoxime-functionalized mesoporous SBA-15 as heterogeneous and recyclable nanocatalyst

      Ramin Ghorbani-Vaghei, Saba Hemmati, Mona Hamelian and Hojat Veisi

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3264

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      An efficient, mild and selective Ullmann-type N-arylation of indoles catalysed by Pd immobilized on amidoxime-functionalized mesoporous SBA-15 as heterogeneous and recyclable nanocatalyst

    12. Encapsulation of Pd(II) into superparamagnetic nanoparticles grafted with EDTA and their catalytic activity towards reduction of nitroarenes and Suzuki–Miyaura coupling

      Kobra Azizi, Ehsan Ghonchepour, Meghdad Karimi and Akbar Heydari

      Article first published online: 3 FEB 2015 | DOI: 10.1002/aoc.3258

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      Novel magnetic catalyst was synthesized and characterized using spectroscopic and elemental analysis techniques. Fe3O4@EDTA-PdCl2 presented a high degree of selectivity for the reduction of nitroarenes and Suzuki-Miyaura coupling. The anchored solid catalyst can be recycled efficiently and reused.

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