Chemistry - A European Journal

Cover image for Vol. 18 Issue 2

January 9, 2012

Volume 18, Issue 2

Pages 381–719

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Concept
    7. Communications
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    1. You have free access to this content
      Cover Picture: Scalar Coupling Across [C[BOND]H⋅⋅⋅F[BOND]C] Interactions in (σ-Aryl)-Chelating Post-Metallocenes (Chem. Eur. J. 2/2012) (page 381)

      Loi-Chi So, Cham-Chuen Liu, Dr. Michael C. W. Chan, Jerry C. Y. Lo, Dr. Kong-Hung Sze and Dr. Nianyong Zhu

      Article first published online: 2 JAN 2012 | DOI: 10.1002/chem.201290000

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      C[BOND]H⋅⋅⋅F[BOND]C interactions and their nature, importance, and applicability is a topical yet contentious issue. As described by M. C. W. Chan, K.-H. Sze et al. in their Full Paper on page 565 ff., a series of Group 4 organometallic complexes supported by (σ-aryl)-chelating ligands, with a CF3 or F substituent in the vicinity of the metal, has been designed and characterized by multinuclear NMR experiments, which for the first time verify that the observed 1H–19F coupling contains a scalar component, and therefore occurs with chemical connectivity across intramolecular C[BOND]H⋅⋅⋅F[BOND]C contacts for Ti derivatives.

  2. Graphical Abstract

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    4. Corrigendum
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    1. Graphical Abstract: Chem. Eur. J. 2/2012 (pages 384–394)

      Article first published online: 2 JAN 2012 | DOI: 10.1002/chem.201290001

  3. Corrigendum

    1. Top of page
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    4. Corrigendum
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      Corrigendum: Chiral Encapsulation by Directional Interactions (page 394)

      Agnieszka Szumna

      Article first published online: 2 JAN 2012 | DOI: 10.1002/chem.201103115

      This article corrects:

      Chiral Encapsulation by Directional Interactions

      Vol. 15, Issue 45, 12381–12388, Article first published online: 5 OCT 2009

  4. News

    1. Top of page
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    3. Graphical Abstract
    4. Corrigendum
    5. News
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  5. Concept

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    4. Corrigendum
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    1. Nanomedicine

      Drug Delivery and Imaging with Polydiacetylene Micelles (pages 400–408)

      Dr. Edmond Gravel, Dr. Julien Ogier, Dr. Thomas Arnauld, Dr. Nicolas Mackiewicz, Dr. Frédéric Ducongé and Dr. Eric Doris

      Article first published online: 2 DEC 2011 | DOI: 10.1002/chem.201102769

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      Photopolymerized micelles obtained from the self-assembly of diacetylene-containing amphiphiles have been developed for biomedical applications in the fields of imaging and drug delivery (see figure).

  6. Communications

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    1. Sonoluminescence

      Sonoluminescence of Uranyl Ions in Aqueous Solutions (pages 410–414)

      Dr. Rachel Pflieger, Virginie Cousin, Dr. Nicole Barré, Dr. Philippe Moisy and Dr. Sergey I. Nikitenko

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201102150

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      Ultrasounds excite uranium: Uranyl ions exhibit an ultrabright multibubble sonoluminescence in cooled H3PO4 solutions exposed to high-frequency ultrasound. The mechanism of UO22+ excitation seems to vary with uranium concentration: sonophotoluminescence dominates in diluted solutions, and collisional excitation would contribute in concentrated UO22+ solutions (see figure).

    2. Host–Guest Chemistry

      Photoluminescence Emission and Photoinduced Hydrogen Production Driven by PtII Pyridyl Complexes Anchored onto Mesoporous Silica (pages 415–418)

      Dr. Kohsuke Mori, Kentaro Watanabe, Kojirou Fuku and Prof. Dr. Hiromi Yamashita

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102452

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      Photocatalytic H2evolution: The anchored PtII terpyridine complexes, which are closely situated to each other within the mesoporous channels, exhibit unique photoluminescence properties and behave as single-component bifunctional photocatalysts that enable both visible-light sensitization and H2 evolution without the need for an additional electron relay (see figure).

    3. Aminocarbonylation Reactions

      A General Palladium-Catalyzed Aminocarbonylation of Phenols to Primary Benzamides via In Situ Generation of Aryl Nonaflates (pages 419–422)

      Dr. Xiao-Feng Wu, Dr. Helfried Neumann and Prof. Dr. Matthias Beller

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102683

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      Amides in mind! A novel palladium-catalyzed amino-carbonylation of in situ formed aryl nonaflates to give primary amides in moderate to excellent yields has been developed (see scheme).

    4. Photocatalysis

      Photoredox-Initiated α-Alkylation of Imines through a Three-Component Radical/Cationic Reaction (pages 423–427)

      Thibaut Courant and Dr. Géraldine Masson

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201103062

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      Radical-polar crossover reaction: The photoredox-mediated alkylation of enamides with diethyl bromomalonate in the presence of alcohols has been developed. This multicomponent domino process affords β-alkylated α-carbamido ethers as stables imine surrogates in good to excellent yields under mild conditions (see scheme).

    5. Drug Delivery

      Heparin-Coated Colloidal Mesoporous Silica Nanoparticles Efficiently Bind to Antithrombin as an Anticoagulant Drug-Delivery System (pages 428–432)

      Christian Argyo, Dr. Valentina Cauda, Dr. Hanna Engelke, Prof. Joachim Rädler, Prof. Gregor Bein and Prof. Thomas Bein

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102926

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      Blood ties: A novel nanoscale, injectable drug-delivery system that combines heparin, which prevents blood clotting, with multifunctional core-shell colloidal mesoporous silica nanoparticles has been designed (see figure). The anticoagulant and biocompatible properties of heparin together with the highly porous features of the nanoparticles lead to an efficient multifunctional drug-delivery system that can itself act as an anticoagulant and allows for incorporation of biologically active molecules as deliverable cargo.

    6. Radiochemistry

      [11C]Carbon Disulfide: A Versatile Reagent for PET Radiolabelling (pages 433–436)

      Dr. Philip W. Miller and Dr. Dirk Bender

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201103128

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      Quick as a flash!11CS2 can now be produced rapidly and with high radiochemical yields and specific radioactivities by the high temperature gas-phase reaction of 11CH3I with the thionating agent P2S5 (see figure). 11CS2 was found to be a highly reactive labelling reagent forming a range of [11C]dithiocarbamate compounds within extremely short reaction times.

    7. Synthetic Methods

      Synthesis of Trifluorostyrene Derivatives by Palladium-Catalyzed Cross-Coupling of Lithium Trimethoxy(trifluorovinyl)borate with Aryl Bromides (pages 437–441)

      Sasa Duric, Bernd M. Schmidt, Nina M. Ninnemann, Prof. Dr. Dieter Lentz and Prof. Dr. C. Christoph Tzschucke

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201103067

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      Fluor-ing it: The stable, crystalline trimethoxy(trifluorovinyl)borate is a convenient reagent for efficiently displacing a bromine atom with a trifluorovinyl group (see scheme). This Suzuki coupling reaction significantly simplifies the route to trifluorostyrenes, which might be interesting compounds for materials science or medicinal chemistry.

    8. Magnetic Properties

      A Discrete Dysprosium Trigonal Prism Showing Single-Molecule Magnet Behaviour (pages 442–445)

      Haiquan Tian, Min Wang, Dr. Lang Zhao, Yun-Nan Guo, Dr. Yang Guo, Prof. Dr. Jinkui Tang and Zhiliang Liu

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102547

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      A magnetic personality: A unique dysprosium trigonal prism with a new polydentate Schiff-base ligand behaves as a single molecule magnet (SMM), which may stimulate further investigations into the relaxation dynamics of SMMs with different topologies (see figure).

    9. Cross-Coupling

      Biphenyl-Based Diaminophosphine Oxides as Air-Stable Preligands for the Nickel-Catalyzed Kumada–Tamao–Corriu Coupling of Deactivated Aryl Chlorides, Fluorides, and Tosylates (pages 446–450)

      Prof. Dr. Zhong Jin, Yan-Jing Li, Prof. Dr. Yong-Qiang Ma, Ling-Ling Qiu and Prof. Jian-Xin Fang

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201103050

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      A cooperative couple: Cooperative bimetallic activation of C[BOND]F and C[BOND]O bonds gave rise to easy coupling with aryl fluorides and tosylates. Novel air- and moisture-stable diaminophosphine oxides derived from 1,1′-biphenyl-2,2′-diamine proved to be versatile preligands for the nickel-catalyzed cross-coupling of aryl Grignard reagents with a variety of deactivated aryl chlorides, fluorides, and tosylates (see scheme).

    10. Homogeneous Catalysis

      Highly Selective Palladium-Catalyzed Intramolecular Chloroamination of Unactivated Alkenes by Using Hydrogen Peroxide as an Oxidant (pages 451–455)

      Guoyin Yin, Tao Wu and Prof. Guosheng Liu

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102776

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      Cheap and clean! A novel Pd-catalyzed oxidative intramolecular chloroamination of unactivated alkenes has been developed by using hydrogen peroxide as an oxidant and CaCl2 as a chlorine source. A series of chlorinated piperidine derivatives has been obtained with high regio- and diastereoselectivities at room temperature (see scheme).

  7. Full Papers

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Concept
    7. Communications
    8. Full Papers
    9. Preview
    1. Inclusion Complexes

      Supramolecular Dye Inclusion Single Crystals Created from 2,3,6-Trimethyl-β-cyclodextrin and Porphyrins (pages 456–465)

      Dr. Youichi Tsuchiya, Dr. Tomohiro Shiraki, Dr. Takashi Matsumoto, Kouta Sugikawa, Prof. Kazuki Sada, Dr. Akihito Yamano and Prof. Seiji Shinkai

      Article first published online: 16 DEC 2011 | DOI: 10.1002/chem.201102075

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      Slipping a DISC: Dye inclusion single crystals (DISCs) consisting of cyclodextrins and porphyrins (see figure) have been isolated for the first time, which enables a discussion of the structural details of these complexes. A systematic examination has revealed the origin of the complex stabilization and the anisotropic optical properties. The novel host–guest chemistry of these DISCs offers potential applications in photochemical and electronic devices.

    2. Metal–Metal Interactions

      Aurophilicity versus Mercurophilicity: Impact of d10–d10 Metallophilic Interactions on the Structure of Metal-Rich Supramolecular Assemblies (pages 466–477)

      Dr. Volodimir Vreshch, Dr. Wenting Shen, Dr. Brigitte Nohra, Dr. Sung-Kong Yip, Prof. Vivian Wing-Wah Yam, Dr. Christophe Lescop and Prof. Régis Réau

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201102389

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      Aurophilicity versus mercurophilicity: The impact of d10–d10 metallophilic interactions on the structure of metal-rich supramolecular assemblies has been examined by treating U-shaped binuclear CuI complexes with linear metal cyanide linkers (metal=AuI, HgII; see figure).

    3. Conformation Analysis

      Synthesis and Conformational Analysis of Efrapeptins (pages 478–487)

      Dr. Sven Weigelt, Dr. Thomas Huber, Frank Hofmann, Dr. Micha Jost, Markus Ritzefeld, Prof. Dr. Burkhard Luy, Dr. Christoph Freudenberger, Prof. Dr. Zsuzsanna Majer, Prof. Dr. Elemér Vass, Dr. Jörg-Christian Greie, Dr. Lavinia Panella, Dr. Bernard Kaptein, Dr. Quirinus B. Broxterman, Prof. Dr. Horst Kessler, Prof. Dr. Karlheinz Altendorf, Prof. Dr. Miklós Hollósi and Prof. Dr. Norbert Sewald

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201102134

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      Different efrapeptins, which are cytotoxic ATPase inhibiting peptides, were synthesized by solid-phase peptide synthesis and their solution conformation was analyzed by NMR/MD, including residual dipolar couplings; CD; FT-IR; and VCD spectroscopy (see figure).

      Corrected by:

      Corrigendum: Corrigendum: Synthesis and Conformational Analysis of Efrapeptins

      Vol. 19, Issue 10, 3264, Article first published online: 22 FEB 2013

    4. Nanocrystalline Materials

      Polyhedral Magnetite Nanocrystals with Multiple Facets: Facile Synthesis, Structural Modelling, Magnetic Properties and Application for High Capacity Lithium Storage (pages 488–497)

      Dawei Su, Josip Horvat, Prof. Paul Munroe, Prof. Hyojun Ahn, Ali R. Ranjbartoreh and Prof. Dr. Guoxiu Wang

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201101939

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      Crystal class: Polyhedral magnetite nanocrystals were prepared by a low temperature hydrothermal method, in which multiple facets can be theoretically predicated (see figure). The as-prepared magnetite nanocrystals show a magnetic property of superspin glass state, and demonstrated an outstanding electrochemical performance for lithium storage in lithium ion cells.

    5. Nanostructures

      Oriented Morphogenesis of ZnO Nanostructures from Water-Soluble Zinc Salts under Environmentally Mild Conditions and Their Optical Properties (pages 498–506)

      Joydeb Manna and Dr. Rohit Kumar Rana

      Article first published online: 14 DEC 2011 | DOI: 10.1002/chem.201102473

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      Oriented morphogenesis: Changing the polyamine/Zn2+ ratio in the morphogenesis of ZnO nanostructures leads to transformation of the initial spherical shapes to oval, dumbbell, and finally hexagonal-rod shapes containing few hollow structures.

    6. Metal–Organic Frameworks

      Synergetic Effect of Host–Guest Chemistry and Spin Crossover in 3D Hofmann-like Metal–Organic Frameworks [Fe(bpac)M(CN)4] (M=Pt, Pd, Ni) (pages 507–516)

      Dr. Carlos Bartual-Murgui, Dr. Lionel Salmon, Amal Akou, Dr. Norma A. Ortega-Villar, Dr. Helena J. Shepherd, Prof. Dr. M. Carmen Muñoz, Dr. Gábor Molnár, Prof. Dr. José Antonio Real and Dr. Azzedine Bousseksou

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201102357

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      It's what's inside that counts: 3D Hofmann-like clathrate metal–organic frameworks {Fe(bpac)[M(CN)4]}⋅H2O⋅ x (bpac) (M=Pt, Pd, Ni; bpac=bis(4-pyridyl)acetylene) that exhibit spin crossover at room temperature with significant hysteresis loops (up to 68 K) are reported. Their physical properties are closely related to the stoichiometry of the samples and in particular to the nature and the amount of guest molecules (see figure).

    7. Star-Block Copolymers

      Responsive Vesicles from the Self-Assembly of Crystalline-Coil Polyferrocenylsilane-block-Poly(ethylene Oxide) Star-Block Copolymers (pages 517–525)

      Prof. Dr. Felix H. Schacher, Johannes Elbert, Dr. Sanjib K. Patra, Siti F. Mohd Yusoff, Prof. Dr. Mitchell A. Winnik and Prof. Dr. Ian Manners

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201102322

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      Four arms to the wall: The synthesis, characterization and self-assembly of star-shaped crystalline-coil block copolymers with four arms (see figure), consisting of an inner block of poly(ethylene oxide) and an outer semicrystalline compartment of poly(ferrocenyldimethylsilane) [PEO50-b-PFDMS35]4 is reported. Depending on the conditions, responsive organometallic vesicles with a crystalline wall or large compound micelles are formed.

    8. Protein Patterning

      Honeycomb Micropatterning of Proteins on Polymer Films through the Inverse Microemulsion Approach (pages 526–531)

      Yingyi Ma, Jing Liang, Dr. Hang Sun, Prof. Lixin Wu, Yongqiang Dang and Prof. Yuqing Wu

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102337

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      Honeycomb hideout: An ordered protein pattern on a polymer surface was successfully constructed by using the inverse microemulsion method with high reproducibility and wide generality to different polymers and solvents through the dissolution of protein in water beforehand. The formed protein patterns can be locally modified and applied for the detection of other proteins through specific recognition (see figure).

    9. Field-Effect Transistors

      Rational Design of Ambipolar Organic Semiconductors: Is Core Planarity Central to Ambipolarity in Thiophene–Naphthalene Semiconductors? (pages 532–543)

      Dr. Rocío Ponce Ortiz, Helena Herrera, Prof. Carlos Seoane, Prof. José L. Segura, Dr. Antonio Facchetti and Prof. Tobin J. Marks

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201101715

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      Shot full of holes! By avoiding the S⋅⋅⋅O repulsive interactions in twisted n-type thiophene–naphthalene semiconductors, a new, planar semiconductor family for ambipolar organic field-effect transistors (OFETs) has been synthesized (see scheme). OFETs fabricated from solution-processed films of the planar derivatives achieved maximum mobilities of 2×10−2 and 0.7×10−2 cm2 V−1 s−1 for electrons and holes, respectively.

    10. Carboranes

      Synthesis and Characterization of New Fluorescent Styrene-Containing Carborane Derivatives: The Singular Quenching Role of a Phenyl Substituent (pages 544–553)

      Albert Ferrer-Ugalde, Dr. Emilio José Juárez-Pérez, Prof. Dr. Francesc Teixidor, Prof. Dr. Clara Viñas, Prof. Dr. Reijo Sillanpää, Prof. Dr. Ezequiel Pérez-Inestrosa and Dr. Rosario Núñez

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201101881

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      Lights out when Ph is about: The influence of the substituent bonded to the Ccluster on the photoluminescent properties of styrene-containing carborane derivatives has been studied. The presence of a phenyl group results in an excellent electron-acceptor unit that produces fluorescence quenching (see figure). DFT calculations were used to explain the quenching and the key role of the carboranyl fragment in this luminescent process.

    11. G-Quadruplexes

      Synthesis of Bis-indole Carboxamides as G-Quadruplex Stabilizing and Inducing Ligands (pages 554–564)

      Dr. Jyotirmayee Dash, Rabindra Nath Das, Nagaratna Hegde, Dr. G. Dan Pantoş, Pravin S. Shirude and Prof.Dr. Shankar Balasubramanian

      Article first published online: 7 DEC 2011 | DOI: 10.1002/chem.201102556

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      Single conformation! The synthesis of a series of water-soluble bis-indole carboxamides is described. These molecules exhibit significant selectivity for quadruplex over duplex DNA, show a three- to fivefold preference for c-kit2 over h-telo, and induce the formation of a single, antiparallel, conformation of the h-telo quadruplex (see Figure). The chirality of the h-telo quadruplex was transferred to the achiral ligand inducing a preferred atropisomer.

    12. Noncovalent Interactions

      Scalar Coupling Across [C[BOND]H⋅⋅⋅F[BOND]C] Interactions in (σ-Aryl)-Chelating Post-Metallocenes (pages 565–573)

      Loi-Chi So, Cham-Chuen Liu, Dr. Michael C. W. Chan, Jerry C. Y. Lo, Dr. Kong-Hung Sze and Dr. Nianyong Zhu

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102439

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      Genuinely attractive! The titled complexes have been characterized by multinuclear NMR (including [1H,19F]-HMBC) experiments, which for the first time confirm that the observed 1H–19F coupling occurs with chemical connectivity across C[BOND]H⋅⋅⋅F[BOND]C interactions for Ti complexes (see scheme); differences in coupling patterns for Zr and Hf congeners are also rationalized.

    13. Catalytic Hydrogenation

      Catalytic Hydrogenation with Frustrated Lewis Pairs: Selectivity Achieved by Size-Exclusion Design of Lewis Acids (pages 574–585)

      Gábor Erős, Krisztina Nagy, Dr. Hasan Mehdi, Dr. Imre Pápai, Péter Nagy, Dr. Péter Király, Dr. Gábor Tárkányi and Dr. Tibor Soós

      Article first published online: 12 DEC 2011 | DOI: 10.1002/chem.201102438

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      Sizing things up: As exemplified by the chemoselective metal-free hydrogenation of quinolines, the importance of the size-exclusion frustrated Lewis pair (FLP) catalyst design has been demonstrated (see scheme). Besides broad applicability, unprecedented chemoselectivities were observed that highlight the advantages of the size-exclusion FLP design.

    14. Peptide Folding

      Helical Content of a β3-Octapeptide in Methanol: Molecular Dynamics Simulations Explain a Seeming Discrepancy between Conclusions Derived from CD and NMR Data (pages 586–593)

      Damaris A. Niggli, Marc-Olivier Ebert, Zhixiong Lin, Dieter Seebach and Wilfred F. van Gunsteren

      Article first published online: 7 DEC 2011 | DOI: 10.1002/chem.201102667

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      Reconciling data: Molecular dynamics simulations are used to explain the discrepancy between conclusions derived from CD and NMR data about the helical contents of β-peptides (see figure). The results show why the seemingly contradictory quantities obtained from NMR and CD spectroscopy can arise from a single conformational ensemble.

    15. Surface Functionalisation

      A Generic Platform for the Addressable Functionalisation of Electrode Surfaces through Self-Induced “Electroclick” (pages 594–602)

      Christophe Orain, Dr. Nicolas Le Poul, Dr. Antoine Gomila, Jean-Michel Kerbaol, Dr. Nathalie Cosquer, Prof. Olivia Reinaud, Prof. Françoise Conan and Dr. Yves Le Mest

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201102620

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      Let it eclick: A two-step procedure based on a biphasic chemical “click” reaction followed by a self-induced “electroclick” process is described for the immobilisation of functionalised groups onto gold-modified electrodes (see scheme). The versatility of the strategy is demonstrated for two different probes (R=phenylpropyl and methylferrocenyl) by voltammetry.

    16. Synthesis Design

      Design, Synthesis, Evaluation, and Structure of Vitamin D Analogues with Furan Side Chains (pages 603–612)

      Dr. Ramón Fraga, Dr. Flavia Zacconi, Dr. Fredy Sussman, Dr. Paloma Ordóñez-Morán, Prof. Dr. Alberto Muñoz, Tiphaine Huet, Dr. Ferdinand Molnár, Prof. Dr. Dino Moras, Prof. Dr. Natacha Rochel, Prof. Dr. Miguel Maestro and Prof. Dr. Antonio Mouriño

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102695

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      New active vitamin D analogues with furan side chains have been designed on the basis of the crystal structures of the human vitamin D receptor bound to 1α,25-dihydroxy-vitamin D3 and superagonist ligands. The triene systems have been constructed by a Pd0-catalyzed cyclization–coupling cascade using an enol triflate (A-ring precursor) and an alkenyl boronic ester (CD-side chain upper fragment; see scheme). The furan side chains have been efficiently constructed by AuIII-catalyzed chemistry.

    17. Metal–Organic Frameworks

      A Microporous Metal–Organic Framework for Highly Selective Separation of Acetylene, Ethylene, and Ethane from Methane at Room Temperature (pages 613–619)

      Dr. Yabing He, Dr. Zhangjing Zhang, Dr. Shengchang Xiang, Dr. Frank R. Fronczek, Prof. Dr. Rajamani Krishna and Prof. Dr. Banglin Chen

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102734

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      A new 3D microporous metal–organic framework (UTSA-33) with pores of about 4.8 to 6.5 Å has been established to exhibit highly selective separation of acetylene, ethylene, and ethane from methane at room temperature by both adsorption isotherms and simulated breakthrough experiments (see figure).

    18. Photocatalysis

      Reactivity and Mechanistic Insight into Visible-Light-Induced Aerobic Cross-Dehydrogenative Coupling Reaction by Organophotocatalysts (pages 620–627)

      Dr. Qiang Liu, Ya-Nan Li, Hui-Hui Zhang, Dr. Bin Chen, Prof. Dr. Chen-Ho Tung and Prof. Dr. Li-Zhu Wu

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102299

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      Light work: With visible-light irradiation (λ>450 nm), a mild, simple and efficient metal-free photocatalytic system for the facile construction of sp3–sp3 C[BOND]C bonds between tertiary amines and activated C[BOND]H bonds has been achieved (see scheme). Electron spin resonance measurements offer direct evidence for the formation of superoxide radical anions (O2−.) during visible-light irradiation.

    19. Energetic Materials

      High-Nitrogen-Based Pyrotechnics: Longer- and Brighter-Burning, Perchlorate-Free, Red-Light Illuminants for Military and Civilian Applications (pages 628–631)

      Dr. Jesse J. Sabatini, Amita V. Nagori, Gary Chen, Phillip Chu, Dr. Reddy Damavarapu and Prof. Dr. Thomas M. Klapötke

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102485

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      Great balls of eco-friendly fire: Perchlorate-free pyrotechnic formulations with red-light-emitting qualities for military and civilian firework interests have been developed. The environmentally friendly formulations are stable to various ignition stimuli and are capable of burning longer with intense light emission (see figure).

    20. Asymmetric Catalysis

      P-Stereogenic Trifluoromethyl Derivatives of Josiphos: Synthesis, Coordination Properties, and Applications in Asymmetric Catalysis (pages 632–640)

      Dr. Jonas F. Buergler, Katrin Niedermann and Prof. Dr. Antonio Togni

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102390

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      CF3, more than just a simple substituent: Intra- and intermolecular nucleophilic substitutions of a CF3 group in bis(trifluoromethyl)phosphanes were used in the preparation of bidentate ferrocenyl ligands bearing a P-stereogenic trifluoromethylphosphanyl group. High activities and enantioselectivities were achieved in rhodium-catalyzed olefin hydrogenation reactions and in palladium-catalyzed allylic alkylation reactions using these ligands.

    21. Multivalence

      The Inhibition of Liposaccharide Heptosyltransferase WaaC with Multivalent Glycosylated Fullerenes: A New Mode of Glycosyltransferase Inhibition (pages 641–651)

      Dr. Maxime Durka, Kevin Buffet, Dr. Julien Iehl, Dr. Michel Holler, Dr. Jean-François Nierengarten and Prof. Stéphane P. Vincent

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201102052

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      Multivalence at work: Multimeric fullerene sugar balls were synthesized and assayed as inhibitors of heptosyltransferase WaaC, the glycosyltransferase catalyzing the incorporation of the first L-heptose into lipopolysaccharide (LPS, see figure). The average affinity of a single glycoside of the fullerenes towards WaaC was significantly enhanced when displayed as a multimer, thus demonstrating an unexpected multivalent effect.

    22. Si[BOND]H Bond Activation

      Rhodium Carbene Complexes as Versatile Catalyst Precursors for Si[BOND]H Bond Activation (pages 652–658)

      Anneke Krüger and Prof. Dr. Martin Albrecht

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201102197

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      Ligand-assisted Si[BOND]H bond cleavage: Rhodium-catalysed Si[BOND]H bond activation provides a methodology for the silyl group to be transferred to oxygen centres, thus providing access to siloxanes and silanols (using H2O), alkoxysilanes (using ROH) and to polysiloxanes, such as silicones, when using difunctional silanes. The process is pH neutral, avoids sensitive silylating agents and produces H2 as useful and exclusive side product.

    23. RNA Cleavage

      The Mechanism of Cleavage and Isomerisation of RNA Promoted by an Efficient Dinuclear Zn2+ Complex (pages 659–670)

      Dr. Heidi Korhonen, Dr. Satu Mikkola and Prof. Nicholas H. Williams

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201100721

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      The missing zinc: A dinuclear ZnII complex produced a million-fold acceleration of RNA cleavage at pH 6.5 and 25 °C. Remarkably, the cooperative effects of the Zn ions and ligand-based hydrogen-bond-donating groups stabilise a phosphorane intermediate sufficiently for it to isomerise as well, with cleavage enhanced selectively through general acid catalysis.

    24. Polymerization

      Facing Unexpected Reactivity Paths with ZrIV–Pyridylamido Polymerization Catalysts (pages 671–687)

      Dr. Lapo Luconi, Dr. Andrea Rossin, Dr. Giulia Tuci, Dr. Incoronata Tritto, Dr. Laura Boggioni, Dr. Jerzy J. Klosin, Dr. Curt N. Theriault and Dr. Giuliano Giambastiani

      Article first published online: 6 DEC 2011 | DOI: 10.1002/chem.201102194

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      Catch the catalyst identity! A temperature-controlled and reversible σ-bond metathesis/protonolysis on ZrIV-amido olefin polymerization catalysts is found to change the catalyst identity, along with its polymerization activity (see figure). Careful choice of the Zr metal source allowed the preparation of tailored (neutral and cationic) ZrIV-benzyl complexes as highly active systems for the room-temperature polymerization of 1-hexene.

    25. Metal–Organic Frameworks

      Fluorinated Metal–Organic Frameworks: Advantageous for Higher H2 and CO2 Adsorption or Not? (pages 688–694)

      Pradip Pachfule, Yifei Chen, Dr. Jianwen Jiang and Dr. Rahul Banerjee

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201102295

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      Fluorine or not? The synthesis, structure, and gas adsorption properties of three new metal–organic frameworks (MOFs) designed from isonicotinic acid (INA) and 3-fluoroisonicotinic acid (FINA) along with CoII as the metal center are studied (see scheme). The effect of the partial introduction of fluorine atoms into the framework on H2 uptake by the isostructural MOFs Co-INA-1 and Co-FINA-1 is analyzed experimentally and computationally.

    26. Dyes/Pigments

      Thiophene-Containing Pechmann Dyes and Related Compounds: Synthesis, and Experimental and DFT Characterisation (pages 695–708)

      Dr. Eric Assen B. Kantchev, Dr. Tyler B. Norsten, Marilyn L. Y. Tan, Joey J. Y. Ng and Dr. Michael B. Sullivan

      Article first published online: 8 DEC 2011 | DOI: 10.1002/chem.201101903

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      To dye for: Thiophene analogues of the venerable Pechmann dye (5,5-exo-lactone dimer, magenta) were synthesised and further transformed into 5,5-exo-lactams (blue) or rearranged to 6,6-endo-lactones (orange), amination of which gave pale yellow 6,6-endo-lactams (see figure). The new compounds were characterised by cyclic voltammetry, UV/Vis spectroscopy and ground-state and time-dependent DFT.

    27. Heterogeneous Catalysis

      Gold Nanoparticles Incarcerated in Nanoporous Syndiotactic Polystyrene Matrices as New and Efficient Catalysts for Alcohol Oxidations (pages 709–715)

      Dr. Antonio Buonerba, Dr. Cinzia Cuomo, Dr. Sheila Ortega Sánchez, Dr. Patrizia Canton and Prof. Alfonso Grassi

      Article first published online: 9 DEC 2011 | DOI: 10.1002/chem.201101034

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      Controlled incarceration! The controlled synthesis of gold nanoparticles incarcerated in syndiotactic polystyrene block copolymer matrices is described. The oxidation of alcohols proceeded rapidly and with high selectivity. The remarkable catalytic properties of this system were attributed to the fact that the substrates had facile access to the gold nanoparticles (see figure).

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      Preview: Chem. Eur. J. 3/2012 (page 719)

      Article first published online: 2 JAN 2012 | DOI: 10.1002/chem.201290003

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