ChemCatChem

Cover image for ChemCatChem

April 2012

Volume 4, Issue 4

Pages 417–567

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. Cover Picture: Unusual Phase Evolution in MoVTeNb Oxide Catalysts Prepared by a Novel Acrylamide-Gelation Route (ChemCatChem 4/2012) (page 417)

      Dr. Yury V. Kolen'ko, Kazuhiko Amakawa, Dr. Raoul Naumann d'Alnoncourt, Dr. Frank Girgsdies, Gisela Weinberg, Prof.Dr. Robert Schlögl and Dr. Annette Trunschke

      Version of Record online: 28 MAR 2012 | DOI: 10.1002/cctc.201290008

      Thumbnail image of graphical abstract

      Synthesis of complex oxidation catalysts The cover picture illustrates structure and crystal morphology of two important phases occurring in complex multi-metal oxide catalysts for oxidative activation of small alkane molecules. The desired single-step synthesis of valuable products by selective C-H bond activation involving complex reaction mechanisms and various intermediates gives rise to high demands on the catalyst. Only the MoVTeNb oxide M1 phase on the left side accomplishes the direct oxidation of propane to acrylic acid in one step, while the (Mo,V,Nb)5O14 oxide on the right is rather inactive. In the full paper on p. 495 ff. Y. V. Kolen'ko et al. describe the synthesis of M1 by an acrylamide-gelation approach yielding initially a blue gel. Subsequent microwave-assisted drying and calcination facilitated the formation of M1 nanocrystals with modified properties at unexpected low temperatures.

  2. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
  3. News

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
  4. Review

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. Heterogeneous versus Homogeneous Palladium Catalysts for Cross-Coupling Reactions (pages 432–445)

      Dr. Mario Pagliaro, Dr. Valerica Pandarus, Dr. Rosaria Ciriminna, Dr. François Béland and Piera Demma Carà

      Version of Record online: 1 MAR 2012 | DOI: 10.1002/cctc.201100422

      Thumbnail image of graphical abstract

      Solid as a palladium rock: Numerous immobilized-Pd-catalysts for crosscoupling reactions have been introduced in the last decade. Are the observed catalyzed reactions truly heterogeneous or are they homogeneous due to leached palladium? This account critically addresses the leaching issue by referring to some of the newly developed catalytic systems, aiming to evaluate them based on uniform criteria.

      Corrected by:

      Corrigendum: Corrigendum: Heterogeneous versus Homogeneous Palladium Catalysts for Cross-Coupling Reactions

      Vol. 4, Issue 8, 1030, Version of Record online: 27 JUL 2012

  5. Minireview

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. Ruthenium and Rhodium-Catalyzed Carbonylation Reactions (pages 447–458)

      Dr. Xiao-Feng Wu and Dr. Helfried Neumann

      Version of Record online: 12 MAR 2012 | DOI: 10.1002/cctc.201200069

      Thumbnail image of graphical abstract

      Heavens above: The recent developments in ruthenium- and rhodium-catalyzed carbonylation are neatly summarized in this Minireview.

  6. Highlights

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. A Bio-Inspired Route to α-Amino Acid Derivatives (pages 459–461)

      Dr. Elena Arceo and Prof.Dr. Paolo Melchiorre

      Version of Record online: 15 DEC 2011 | DOI: 10.1002/cctc.201100394

      Thumbnail image of graphical abstract

      Natural solutions: The instinctive desire of organic chemists to imitate the catalytic machinery of enzymes has brought about the development of the first catalytic highly enantioselective synthesis of α-amino acid derivatives by biomimetic transamination. Key to success was the ability of a cinchona-based chiral catalyst to mimic the general base–acid catalytic mechanism of the natural transaminases.

    2. Z-Selectivity: A Novel Facet of Metathesis (pages 462–467)

      Aditya L. Gottumukkala, Ashoka V. R. Madduri and Prof. Dr. Adriaan J. Minnaard

      Version of Record online: 2 MAR 2012 | DOI: 10.1002/cctc.201100252

      Thumbnail image of graphical abstract

      Zelectivity!! A new generation of olefin metathesis catalysts have made it possible to obtain Z-configured olefins selectivity. This highlight records the latest developments in this field, with applications, implications and examples.

  7. Communications

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. Conversion of Syngas into Formic Acid (pages 469–471)

      Dr. Debora Preti, Dr. Sergio Squarcialupi and Prof. Dr. Giuseppe Fachinetti

      Version of Record online: 29 FEB 2012 | DOI: 10.1002/cctc.201200046

      Thumbnail image of graphical abstract

      Extending syngas uses: Formic acid has been produced from syngas raw material by exploiting the CO-tolerance of gold catalysts.

    2. Investigation of the Cosolvent Effect on Six Isoenzymes of PLE in the Enantioselective Hydrolysis of Selected α,α-Disubstituted Malonate Esters (pages 472–475)

      Maureen E. Smith, Souvik Banerjee, Yongliang Shi, Dr. Marlen Schmidt, Prof. Uwe T. Bornscheuer and Prof. Douglas S. Masterson

      Version of Record online: 29 FEB 2012 | DOI: 10.1002/cctc.201100490

      Thumbnail image of graphical abstract

      Six pigs in a pot: Pig liver esterase (PLE) is among the most widely studied esterase enzymes utilized in organic synthesis. Here we illustrate that the six recombinantly produced isoenzymes of PLE exhibit varying enantioselectivity during the hydrolysis of α,α-disubstituted malonate esters in cosolvent mixtures. We have observed a rare cosolvent-induced reversal of enantioselectivity for isoenzyme PLE 6 in the hydrolysis of a phthalimide-containing α,α-disubstituted malonate ester.

    3. Rational Band Gap Engineering of WO3 Photocatalyst for Visible light Water Splitting (pages 476–478)

      Dr. Fenggong Wang, Dr. Cristiana Di Valentin and Prof. Gianfranco Pacchioni

      Version of Record online: 1 MAR 2012 | DOI: 10.1002/cctc.201100446

      Thumbnail image of graphical abstract

      A band better than the Beatles? Tungsten oxide doping by hafnium induces a shift of the valence and conduction bands towards higher energies without losing the visible light absorption properties of the material and introducing impurity states in the gap. The new band edges position with respect to the redox potentials for both H2 and O2 evolution is suitable for efficient water splitting.

    4. Mesoporous Nitrogen Doped Carbon Supported Platinum PEM Fuel Cell Electrocatalyst Made From Ionic Liquids (pages 479–483)

      Frédéric Hasché, Tim-Patrick Fellinger, Mehtap Oezaslan, Dr. Jens Peter Paraknowitsch, Prof. Dr. Markus Antonietti and Prof. Dr. Peter Strasser

      Version of Record online: 6 MAR 2012 | DOI: 10.1002/cctc.201100408

      Thumbnail image of graphical abstract

      A touch of class: An ionic liquid based mesoporous nitrogen doped carbon supported Pt nanoparticle fuel cell electrocatalyst (Pt/meso-BMP) as a new material class was synthesized and examined for the oxygen reduction reaction (ORR). The structural and electrochemical characterization of this new material class shows a high electrochemical active surface area (ECSA) and the suitability for the ORR.

    5. C[BOND]H Carboxylation of Terminal Alkynes Catalyzed by Low Loadings of Silver(I)/DMSO at Ambient CO2 Pressure (pages 484–487)

      Matthias Arndt, Eugen Risto, Thilo Krause and Prof. Dr. Lukas J. Gooßen

      Version of Record online: 1 MAR 2012 | DOI: 10.1002/cctc.201200047

      Thumbnail image of graphical abstract

      Terminally active: A reaction protocol that permits the C[BOND]H carboxylation of alkynes at low temperatures, with mild bases, at ambient CO2 pressure, in the presence of ppm-quantities of an inexpensive silver catalyst.

    6. Carbon-doped Titania Hollow Spheres with Tunable Hierarchical Macroporous Channels and Enhanced Visible Light-induced Photocatalytic Activity (pages 488–491)

      Dr. Jian-Wen Shi, Dr. Xu Zong, Dr. Xia Wu, Dr. Hao-Jie Cui, Bin Xu, Prof. Dr. Lianzhou Wang and Prof. Dr. Ming-Lai Fu

      Version of Record online: 8 MAR 2012 | DOI: 10.1002/cctc.201200019

      Thumbnail image of graphical abstract

      Titania, not just the wife of Oberon: Carbon-doped titania hollow spheres (THS) were prepared by using carbon spheres as both template and the source of carbon doping. The THS interconnect with each other through smaller pores to form hierarchical macroporous channel structure. Scale bar: 1 μm.

    7. Effects of Metal Precursors on the Stability and Observed Reactivity of Pt/γ-Al2O3 Catalysts in Aqueous Phase Reactions (pages 492–494)

      Ryan M. Ravenelle, Fatoumata Z. Diallo, Dr. John C. Crittenden and Dr. Carsten Sievers

      Version of Record online: 2 FEB 2012 | DOI: 10.1002/cctc.201100307

      Thumbnail image of graphical abstract

      Pt precursor promotes performance: The use of H2PtCl6 as metal precursor affects the observed activity of γ-Al2O3 supported catalysts in aqueous phase conversion of cellulose to sugar alcohols. The precursor changes the point of zero charge and leads to leaching. These two phenomena shift the dissociation equilibrium of water and enhance acid-catalyzed hydrolysis of cellulose.

  8. Full Papers

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. Unusual Phase Evolution in MoVTeNb Oxide Catalysts Prepared by a Novel Acrylamide-Gelation Route (pages 495–503)

      Dr. Yury V. Kolen'ko, Kazuhiko Amakawa, Dr. Raoul Naumann d'Alnoncourt, Dr. Frank Girgsdies, Gisela Weinberg, Prof.Dr. Robert Schlögl and Dr. Annette Trunschke

      Version of Record online: 2 MAR 2012 | DOI: 10.1002/cctc.201100451

      Thumbnail image of graphical abstract

      Unusual suspects: Unusual formation of small MoVTeNb oxide crystallites composed of the M1 structure by calcination of acrylamide-gelation derived carbon-based xerogel in static air at 410 °C has been discovered, suggesting redox enhanced crystallization of M1 at low temperature.

    2. A First Principles-Based Microkinetic Model for the Conversion of Fructose to 5-Hydroxymethylfurfural (pages 504–511)

      Nima Nikbin, Stavros Caratzoulas and Dionisios G. Vlachos

      Version of Record online: 7 FEB 2012 | DOI: 10.1002/cctc.201100444

      Thumbnail image of graphical abstract

      Going hybrid: The mechanism and energetics for the conversion of fructose to 5-hydroxymethylfurfural in acidic water, as predicted by hybrid quantum mechanics/molecular mechanics molecular dynamics free energy calculations, are tested against experimental observations by using a microkinetic model. There is remarkable agreement between calculated and experimental activation energies and concentration profiles.

    3. Influence of Vanadium or Cobalt Oxides on the CO Oxidation Behavior of Au/MOx/CeO2–Al2O3 Systems (pages 512–520)

      Tomás Ramírez Reina, Andrea Álvarez Moreno, Dr. Svetlana Ivanova, Prof. Dr. José Antonio Odriozola and Dr. Miguel Angel Centeno

      Version of Record online: 1 MAR 2012 | DOI: 10.1002/cctc.201100373

      Thumbnail image of graphical abstract

      And cobalt takes the gold: Vanadium-doped catalysts (with or without gold) are less active than those with a non-doped support, owing to the loss of the oxygen storage/release properties of the Ce4+/Ce3+ redox pair in the crystallization of CeVO4. Cobalt doping enhances the catalytic performance of the support; the activity depends on the loading of cobalt, which forms a submonolayer in the support surface.

    4. Transformation of Silanes into Silanols using Water and Recyclable Metal Nanoparticle Catalysts (pages 521–524)

      Mina Jeon, Junghoon Han and Jaiwook Park

      Version of Record online: 16 FEB 2012 | DOI: 10.1002/cctc.201100456

      Thumbnail image of graphical abstract

      Watering the silanes: Organosilanes are transformed catalytically into silanols with high selectivity by nanoparticles on an aluminum oxyhydroxide support [M/AlO(OH); M=Pd, Au, Rh, Ru, and Cu] under ambient conditions with water. The Pd catalyst is the most active, highly recyclable, and applicable to large-scale reactions. The hydrogenation reaction is suppressed under an oxygen atmosphere or by use of a gold catalyst, which could be reused ten times without loss of activity.

    5. Acid-Catalyzed Decomposition of the Benzyl Nitrite Intermediate in HNO3-Mediated Aerobic Oxidation of Benzyl Alcohol (pages 525–529)

      Christof Aellig, Ulrich Neuenschwander and Prof. Dr. Ive Hermans

      Version of Record online: 28 FEB 2012 | DOI: 10.1002/cctc.201100439

      Thumbnail image of graphical abstract

      Kinetically done: The acid-catalyzed decomposition of benzyl nitrite, recently identified as the key intermediate in the HNO3 induced oxidation of benzyl alcohol, is kinetically characterized and the kinetic isotope effect determined. A linear Evans–Polanyi correlation between the measured Arrhenius and the computed reaction energies is established. The importance of the nitrite intermediate in HNO3-based oxidation technology is corroborated.

    6. Cytochrome P450 Monooxygenase-Catalyzed Ring Opening of the Bicyclic Amine, Nortropine: An Experimental and DFT Computational Study (pages 530–539)

      Dr. Renata A. Kwiecień, Dr. Katarzyna Kosieradzka, Prof. Jean-Yves Le Questel, Prof. Jacques Lebreton, Dr. Anaïs Fournial, Dr. Emmanuel Gentil, Dr. Marcel Delaforge, Prof. Piotr Paneth and Dr. Richard J. Robins

      Version of Record online: 14 FEB 2012 | DOI: 10.1002/cctc.201100386

      Thumbnail image of graphical abstract

      Nortropine opens up: A reaction mechanism for the ring opening of the bicyclic amine, nortropine, is proposed on the basis of a combined experimental and DFT computational analysis of the associated 2H and 15N isotope effects. The metabolism by cytochrome P450 monooxygenase leads to a labile product, and the C[BOND]N bond cleavage involves a molecule of water.

    7. Sonogashira–Hagihara Coupling towards Diaryl Alkynes Catalyzed by FeCl3⋅6 H2O/Cationic 2,2'-Bipyridyl (pages 540–545)

      Tzu-Ting Hung, Chun-Min Huang and Prof. Fu-Yu Tsai

      Version of Record online: 2 FEB 2012 | DOI: 10.1002/cctc.201100358

      Thumbnail image of graphical abstract

      Coupling in one pot: The coupling of aryl iodides and 4-aryl-2-methylbut-3-yn-2-ols in water is catalyzed by an FeCl36 H2O/cationic 2,2'-bipyridyl system, which gives diaryl alkynes. This one-pot iron-catalyzed Sonogashira–Hagihara coupling progresses without the use of an organic solvent, a copper cocatalyst, or an inert atmosphere, rendering it an environmentally friendly method.

    8. Carbon–Carbon Bond Formation by Ligand-free Cross-Coupling Reaction Using Palladium Catalyst Supported on Synthetic Adsorbent (pages 546–558)

      Dr. Yasunari Monguchi, Keita Sakai, Koichi Endo, Yuki Fujita, Masaru Niimura, Masatoshi Yoshimura, Tomoteru Mizusaki, Dr. Yoshinari Sawama and Prof. Dr. Hironao Sajiki

      Version of Record online: 13 MAR 2012 | DOI: 10.1002/cctc.201100345

      Thumbnail image of graphical abstract

      A reaction trident! 10 % Pd/HP 20, palladium supported on a commercial synthetic adsorbent, could efficiently catalyze the Suzuki–Miyaura, Mizoroki–Heck, and Sonogashira reactions without ligands, as well as hydrogenation. As the synthetic adsorbents are prepared with a certain quality under strict regulations, the 10 % Pd/HP20 could be in practical use with the high reliability of a constant stable supply.

    9. The Catalytic Potential of Substituted Pyridines in Acylation Reactions: Theoretical Prediction and Experimental Validation (pages 559–566)

      Evgeny Larionov, Florian Achrainer, Jowita Humin and Prof. Dr. Hendrik Zipse

      Version of Record online: 7 FEB 2012 | DOI: 10.1002/cctc.201100313

      Thumbnail image of graphical abstract

      A grand theory of acylation: Several ground and transition state models are compared in their capacity to match kinetic data for the acylation of 1-ethinylcyclohexanol with acetic anhydride in chloroform. A large number of new catalysts based on the 3,4-diaminopyridine framework are synthesized and their catalytic efficiency is elucidated in the benchmark acetylation reaction.

  9. Preview

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Review
    6. Minireview
    7. Highlights
    8. Communications
    9. Full Papers
    10. Preview
    1. You have free access to this content
      Preview: ChemCatChem 5/2012 (page 567)

      Version of Record online: 28 MAR 2012 | DOI: 10.1002/cctc.201290011

SEARCH

SEARCH BY CITATION