Chemistry - A European Journal

Cover image for Vol. 18 Issue 48

November 26, 2012

Volume 18, Issue 48

Pages 15209–15553

  1. Cover Pictures

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. You have free access to this content
      Cover Picture: Mechanistic Origin of the Vibrational Coherence Accompanying the Photoreaction of Biomimetic Molecular Switches (Chem. Eur. J. 48/2012) (page 15209)

      Dr. Jérémie Léonard, Dr. Igor Schapiro, Dr. Julien Briand, Dr. Stefania Fusi, Dr. Riccardo Rossi Paccani, Prof. Massimo Olivucci and Prof. Stefan Haacke

      Article first published online: 19 NOV 2012 | DOI: 10.1002/chem.201290204

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      Coherent photoisomerization is a rare, ultrafast process in which the photon energy activates a selected set of reactive vibrational modes, thus ensuring efficient photomechanical energy conversion. In their Full Paper on page 15296 ff., M. Olivucci, S. Haacke et al. combine experimental and theoretical approaches to investigate this process in a model molecular switch. Transient absorption reveals signatures of a quantum vibrational wave packet that drives the molecular motion from the electronic excited S1 to the ground S0 states, thus mimicking energy conversion in rhodopsin. Pronounced out-of-plane motions are predicted to modulate the π-orbital overlap across the twisted C[DOUBLE BOND]C bond after decay to S0, and are held responsible for the observed oscillations.

    2. You have free access to this content
      Inside Cover: Molecular Ionics in Supramolecular Assemblies with Channel Structures Containing Lithium Ions (Chem. Eur. J. 48/2012) (page 15210)

      Prof. Makoto Moriya, Hiro Kitaguchi, Prof. Eiji Nishibori, Prof. Hiroshi Sawa, Prof. Wataru Sakamoto and Prof. Toshinobu Yogo

      Article first published online: 19 NOV 2012 | DOI: 10.1002/chem.201290205

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      One-dimensional ionic conduction paths are constructed by using self-assembled stacking of trilithium supramolecules. Because of the role allocation of lithium ions, one lithium ion holds the component units in specific positions to construct thermally stable channel structures with dynamic function and the others behave as carrier ions exhibiting selective lithium-ion conductivity. For more information see the Full Paper by M. Moriya, T. Yogo et al. on page 15305 ff.

  2. Graphical Abstract

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. Graphical Abstract: Chem. Eur. J. 48/2012 (pages 15213–15223)

      Article first published online: 19 NOV 2012 | DOI: 10.1002/chem.201290206

  3. Corrigendum

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. You have free access to this content
      Corrigendum: Topochemical Synthesis of Cobalt Oxide-Based Porous Nanostructures for High-Performance Lithium-Ion Batteries (page 15223)

      Dr. Cheng Chao Li, Xiao Ming Yin, Prof. Qiu Hong Li, Dr. Li Bao Chen and Prof. Tai Hong Wang

      Article first published online: 19 NOV 2012 | DOI: 10.1002/chem.201203799

      This article corrects:

      Topochemical Synthesis of Cobalt Oxide-Based Porous Nanostructures for High-Performance Lithium-Ion Batteries

      Vol. 17, Issue 5, 1596–1604, Article first published online: 5 JAN 2011

  4. News

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
  5. Minireview

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. Spin-Crossover Systems

      Triazole-Based One-Dimensional Spin-Crossover Coordination Polymers (pages 15230–15244)

      Dr. Olivier Roubeau

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201201647

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      The spin-crossover toolbox: A complete and concise overview of all the spin-crossover [Fe(Rtrz)3][A]x systems reported is provided (Rtrz is a 4-substituted-1,2,4-triazole; A=monovalent anion). The structural and magneto-optical properties of these one-dimensional coordination polymers are summarised, as well as their implementation into other phases of matter or nanostructured objects. The most relevant and recent developments based on this very attractive class of switchable materials are highlighted.

  6. Communications

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. Fluorescent Probes

      Simultaneous Imaging of Mitochondria and Lysosomes by Using Two-Photon Fluorescent Probes (pages 15246–15249)

      Ji Hee Han, Sun Keun Park, Chang Su Lim, Min Kyu Park, Hyung Joong Kim, Prof. Hwan Myung Kim and Prof. Bong Rae Cho

      Article first published online: 30 OCT 2012 | DOI: 10.1002/chem.201203452

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      Dual-color imaging: Two-photon probes for lysosomes (BLT-blue) and mitochondria (FMT-green) that can be excited by 750 nm femtosecond laser pulses and emit at λ=400–450 and 550–600 nm, respectively, are reported. They allow simultaneous dual-color imaging of lysosomes and mitochondria in live cells and tissues for a long period of time with minimum interference from pH, photobleaching, or cytotoxicity (see scheme).

    2. O2 Activation

      Aerobic Oxidation of Carbon Monoxide in a Tetrametallic Complex (pages 15250–15253)

      Dr. Cristina Tejel, Sofía Sancho, Dr. José A. López and Prof. Dr. Miguel A. Ciriano

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201202834

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      Seminaked extended metal-atom chains (EMACs) are suitable for the aerobic oxidation of CO to CO2. One molecule of carbon dioxide remains attached to the metallic chain as a doubly deprotonated formate group (see figure), whereas the other is released. The reaction involves the activation and cleavage of a molecule of dioxygen with transfer of the atoms to two CO ligands.

    3. Sensors

      Fluorescence “Turn-On” Detection of Melamine with Aggregation-Induced-Emission-Active Tetraphenylethene (pages 15254–15257)

      Prof. Takanobu Sanji, Mitsutaka Nakamura, Shiori Kawamata, Prof. Masato Tanaka, Shotaro Itagaki and Prof. Takahiro Gunji

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201203081

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      The design and evaluation of fluorescence “turn-on” detection of melamine with cyanuric acid modified tetraphenylethene based on aggregation-induced emission, which can recognize the safe concentration level of melamine (1 ppm) in real powdered milk, is demonstrated (see figure).

    4. Catalysis

      Mild Reduction of Carbon Dioxide to Methane with Tertiary Silanes Catalyzed by Platinum and Palladium Silyl Pincer Complexes (pages 15258–15262)

      Samuel J. Mitton and Prof. Dr. Laura Turculet

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201203226

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      Pincing CO2: Group 10 (Pd, Pt) silyl pincer complexes in combination with B(C6F5)3 can facilitate the efficient catalytic conversion of CO2 to methane with a tertiary silane as the reductant under mild conditions. The reduction involves the formation of Pd and Pt formatoborate complexes.

    5. Aluminum Complexes

      Synthesis, Structure, and Reactivity of a Monomeric Iminoalane (pages 15263–15266)

      Dr. Jianfeng Li, Dr. Xiaofei Li, Wen Huang, Hongfan Hu, Jianying Zhang and Prof. Dr. Chunming Cui

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201203298

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      Monomeric iminoalane: A donor-stabilized monomeric iminoalane was prepared by the reaction of 1 with an N-heterocyclic carbene (see scheme). The X-ray structure exhibits a very short Al[BOND]N bond of 1.705(4) Å, which suggests multiple-bond character. Treatment of the iminoalane with phenyl acetylene, aniline, and carbon monoxide resulted in addition reactions to the formal Al[DOUBLE BOND]N bond, thus indicating that the Al[BOND]N multiple bond is highly reactive.

    6. Amides

      Reductive Cleavage of Amides to Alcohols and Amines Catalyzed by Well-Defined Bimetallic Molybdenum Complexes (pages 15267–15271)

      Dr. Sebastian Krackl, Chika I. Someya and Dr. Stephan Enthaler

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201202857

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      Triple bonds do it! The molybdenum-catalyzed C[BOND]N bond cleavage of organic amides with hydrosilanes to produce alcohols and amines has been investigated. This work complements previously established protocols that lead to the cleavage of the C[BOND]O bond. Modified triply bonded dimolybdenum(III) alkoxides have been found to be crucial for tuning the selectivity to C[BOND]N bond cleavage (see figure).

    7. Nanomaterials

      The Synthesis of Organometallic Coordination Polymer Flowers of Prussian Blue with Ultrathin Petals by Using Crystallization-Assisted Interface Coordination Polymerization (CAICP) (pages 15272–15276)

      Dr. Suping Bao, Tingting Liu, Dr. Guodong Liang, Dr. Haiyang Gao, Prof. Fangming Zhu and Prof. Qing Wu

      Article first published online: 29 OCT 2012 | DOI: 10.1002/chem.201202395

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      Tiny flowers: A conceptually new method for fabricating polymer/Prussian blue (PB) hybrid flowers with ultrathin petals by using a CAICP technique has been developed. The PB hybrid flowers exhibit enhanced thermal stability, emit deep-blue light, and are electrochemically active. Their intriguing microstructure and enhanced structure-dependent properties make them potentially useful in nanodevices, biosensors, and photoluminescent devices.

    8. Asymmetric Catalysis

      Catalytic Asymmetric Direct Vinylogous Michael Addition of Deconjugated Butenolides to Maleimides for the Construction of Quaternary Stereogenic Centers (pages 15277–15282)

      Madhu Sudan Manna and Prof. Dr. Santanu Mukherjee

      Article first published online: 6 NOV 2012 | DOI: 10.1002/chem.201203180

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      Competition under control: A practical and efficient direct asymmetric vinylogous Michael reaction of deconjugated butenolides has been developed (see scheme). The products of this reaction, highly functionalized chiral succinimides, are obtained in excellent yield with high diastereoselectivity (up to d.r.=18:1) and outstanding enantioselectivity (up to e.r.=99.5:0.5).

    9. Nanotubes

      MoO3–x-Based Hybrids with Tunable Localized Surface Plasmon Resonances: Chemical Oxidation Driving Transformation from Ultrathin Nanosheets to Nanotubes (pages 15283–15287)

      Qingquan Huang, Dr. Shi Hu, Dr. Jing Zhuang and Prof. Xun Wang

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201202630

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      Nanosheets rolling-up: The synthesis of MoO3–x-based ultrathin nanosheets and their transformation into nanotubes, which is driven by the oxidation of MoV to MoVI, is reported. Tunable localized surface plasmon resonance can be achieved as the oxidation reaction proceeds gradually.

  7. Full Papers

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Minireview
    7. Communications
    8. Full Papers
    1. Ligands

      Spiroketal-Based Phosphorus Ligands for Highly Regioselective Hydroformylation of Terminal and Internal Olefins (pages 15288–15295)

      Xiaofei Jia, Dr. Zheng Wang, Prof. Dr. Chungu Xia and Prof. Dr. Kuiling Ding

      Article first published online: 7 NOV 2012 | DOI: 10.1002/chem.201203042

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      Spiro-spine! The effect of a spiro backbone was observed in the rhodium-catalyzed hydroformylation of terminal and internal olefins. High activity and excellent regioselectivity for the formation of linear aldehydes was realized in the case of the matched stereochemistry of the ligand (see scheme). It was found that the spiroketal is superior to biphenyl as the backbone of the ligand in terms of the regioselectivity of hydroformylation.

    2. Photochemistry

      Mechanistic Origin of the Vibrational Coherence Accompanying the Photoreaction of Biomimetic Molecular Switches (pages 15296–15304)

      Dr. Jérémie Léonard, Dr. Igor Schapiro, Dr. Julien Briand, Dr. Stefania Fusi, Dr. Riccardo Rossi Paccani, Prof. Massimo Olivucci and Prof. Stefan Haacke

      Article first published online: 6 NOV 2012 | DOI: 10.1002/chem.201201430

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      Coherent photoswitching: Wavepackets in both excited and ground states are identified as a remarkable property of the rhodopsin-mimicking indanylidene–pyrroline (IP) molecular switches. Simulations predict that pronounced out-of-plane motions triggered in the excited state modulate the π-orbital overlap across the twisted C[DOUBLE BOND]C bond after decay to the ground state. The ensuing modulations in the S0–S1 transition energy are held responsible for the observed oscillations (see figure).

    3. Supramolecular Arrays

      Molecular Ionics in Supramolecular Assemblies with Channel Structures Containing Lithium Ions (pages 15305–15309)

      Prof. Makoto Moriya, Hiro Kitaguchi, Prof. Eiji Nishibori, Prof. Hiroshi Sawa, Prof. Wataru Sakamoto and Prof. Toshinobu Yogo

      Article first published online: 5 NOV 2012 | DOI: 10.1002/chem.201202056

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      Formation of a conduction path: Ionic conduction paths were constructed by using self-assembled stacking of trilithium supramolecules with channel structures. Because of the role allocation of lithium ions, one lithium ion holds the component units in specific positions to construct thermally stable channel structures with dynamic function and the others behave as carrier ions exhibiting selective lithium-ion conductivity (see figure).

    4. Mesoporous Materials

      Efficient Photoinduced Energy Transfer in a Newly Developed Hybrid SBA-15 Photonic Antenna (pages 15310–15315)

      Dr. Fabio Cucinotta, Dr. Fabio Carniato, Dr. André Devaux, Prof. Dr. Luisa De Cola and Prof. Leonardo Marchese

      Article first published online: 10 OCT 2012 | DOI: 10.1002/chem.201202505

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      Hybrid materials: A new hybrid photonic antenna is presented, in which efficient Förster resonance energy transfer (FRET) occurs from a protected donor, entrapped into mesoporous SBA-15 platelets, to an acceptor dye, covalently bound on the silica surface (see figure). The FRET pair showed high photoluminescence and photostability, proving the material to be excellent for use as a light-harvesting system in optoelectronic applications (see figure).

    5. Polyoxovanadates

      Controlling Nucleation and Crystal Growth of a Distinct Polyoxovanadate Cluster: An In Situ Energy Dispersive X-ray Diffraction Study under Solvothermal Conditions (pages 15316–15322)

      Elena Antonova, Beatrix Seidlhofer, Jing Wang, Michael Hinz and Prof. Dr. Wolfgang Bensch

      Article first published online: 10 OCT 2012 | DOI: 10.1002/chem.201202107

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      Solvothermal synthesis: The formation of the three antimonato polyoxovanadates was studied with in situ X-ray diffraction. Nucleation and crystallization can be controlled by adjusting the amine concentration in a narrow concentration range and by using identical reactant ratios (see figure).

    6. Asymmetric Catalysis

      Nanosheet-Enhanced Asymmetric Induction of Chiral α-Amino Acids in Catalytic Aldol Reaction (pages 15323–15329)

      Li-Wei Zhao, Hui-Min Shi, Jiu-Zhao Wang and Prof. Jing He

      Article first published online: 16 OCT 2012 | DOI: 10.1002/chem.201202604

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      Sheeting the system: The chiral induction of α-amino acids was found to be significantly improved when attached to rigid layered double hydroxide nanosheets (see scheme), irrespective of whether they were applied as chiral ligands for ZnII centers or as asymmetric catalysts alone in the direct aldol reaction.

    7. Substituted β-Lactams

      Protonation-Assisted Conjugate Addition of Axially Chiral Enolates: Asymmetric Synthesis of Multisubstituted β-Lactams from α-Amino Acids (pages 15330–15336)

      Dr. Tomoyuki Yoshimura, Masatoshi Takuwa, Keisuke Tomohara, Makoto Uyama, Dr. Kazuhiro Hayashi, Pan Yang, Ryuichi Hyakutake, Dr. Takahiro Sasamori, Prof. Dr. Norihiro Tokitoh and Prof. Dr. Takeo Kawabata

      Article first published online: 11 OCT 2012 | DOI: 10.1002/chem.201201339

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      Inherently chiral enolates: β-Lactams with contiguous tetra- and trisubstituted carbon centers were prepared in a highly enantioselective manner starting from α-amino acids through axially chiral enolates (see scheme; PMB=p-methoxybenzyl). The use of a weak base (metal carbonate) in a protic solvent (EtOH) is the key to smooth production of β-lactams.

    8. Metal–Organic Frameworks

      Ruthenium Complexation in an Aluminium Metal–Organic Framework and Its Application in Alcohol Oxidation Catalysis (pages 15337–15344)

      Fabian Carson, Dr. Santosh Agrawal, Dr. Mikaela Gustafsson, Agnieszka Bartoszewicz, Francisca Moraga, Prof. Xiaodong Zou and Assoc. Prof. Belén Martín-Matute

      Article first published online: 5 OCT 2012 | DOI: 10.1002/chem.201200885

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      In the frame: A ruthenium trichloride complex is loaded into an aluminium metal–organic framework by post-synthetic modification (see figure). This material is used in the heterogeneous catalysis of the oxidation of primary and secondary alcohols, including allylic alcohols, with PhI(OAc)2 as the oxidant under mild reaction conditions. High selectivities for aldehydes are obtained at room temperature.

    9. Fullerenes

      Can a Single Molecule of Water be Completely Isolated Within the Subnano-Space Inside the Fullerene C60 Cage? A Quantum Chemical Prospective (pages 15345–15360)

      Arpita Varadwaj and Dr. Pradeep R. Varadwaj

      Article first published online: 22 OCT 2012 | DOI: 10.1002/chem.201200969

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      A relief map of the Laplacian of the electron density for the most stable H2O@C60 complex is illustrated. It shows the diffuse nature of the O atom, the electron-density pileup around the bonded carbon atoms, and the delocalized nature of the C[BOND]C bonds in H2O@C60. Bond paths, connecting the nucleus of each atomic site of the guest with that of the atomic carbon atoms of the C60 cage (dotted lines in atom color) indicate the presence of noncovalent interactions.

    10. Dendrimers

      Induction of the Columnar Phase of Unconventional Dendrimers by Breaking the C2 Symmetry of Molecules (pages 15361–15367)

      Prof. Dr. Long-Li Lai, Sheng-Wei Wang, Dr. Kung-Lung Cheng, Dr. Jey-Jau Lee, Tsai-Hui Wang and Prof. Dr. Hsiu-Fu Hsu

      Article first published online: 2 OCT 2012 | DOI: 10.1002/chem.201200933

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      Broken symmetry: Unconventional triazine-based dendrimers (see figure) were prepared and, according to studies by differential scanning calorimetry, polarizing microscopy, and powder XRD, they display columnar liquid-crystalline (LC) phases. Simulations indicate that the conformations of the dendrimers are rather flat and disfavor formation of the LC phase. However, due to C2-symmetry breaking, they have structural isomers in the solid state and thus show the desired columnar phases.

    11. Artificial Photosynthesis

      Hydrophilicity Control of Visible-Light Hydrogen Evolution and Dynamics of the Charge-Separated State in Dye/TiO2/Pt Hybrid Systems (pages 15368–15381)

      Won-Sik Han, Kyung-Ryang Wee, Hyun-Young Kim, Prof. Chyongjin Pac, Yu Nabetani, Daisuke Yamamoto, Tetsuya Shimada, Prof. Haruo Inoue, Heesung Choi, Prof. Kyeongjae Cho and Prof. Sang Ook Kang

      Article first published online: 5 OCT 2012 | DOI: 10.1002/chem.201201500

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      Photosensitized H2 generation by a series of Dye/TiO2/Pt hybrids revealed clear dependence on the hydrophilic/hydrophobic character of the substituent R of Dye (see figure; Φ(H2)=apparent quantum yield for H2 generation.), which was shown by femtosecond transient spectroscopy to arise from the hydrophilic control of charge recombination (CR) between Dye.+ and the injected electron TiO2(e).

    12. Fluorescent Probes

      New Chemodosimetric Reagents as Ratiometric Probes for Cysteine and Homocysteine and Possible Detection in Living Cells and in Blood Plasma (pages 15382–15393)

      Priyadip Das, Amal Kumar Mandal, Nellore Bhanu Chandar, Mithu Baidya, Harshad B. Bhatt, Bishwajit Ganguly, Dr. Sudip K. Ghosh and Dr. Amitava Das

      Article first published online: 11 OCT 2012 | DOI: 10.1002/chem.201201621

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      Ratiometric probes for Cys/Hcy: Two new reagents have been developed as ratiometric and dual-channel chemodosimetric probes for the selective detection of cysteine and homocysteine under physiological conditions (see scheme). By virtue of their amphipathicity and insignificant cytotoxicity, these compounds could be used for in vivo imaging of intracellular Cys and Hcy in living HeLa cells. Furthermore, these reagents could also be used for the quantitative estimation of Cys in human blood plasma by using a modified pre-column HPLC technique.

    13. Boranes

      Boron-Doped Tri(9,10-anthrylene)s: Synthesis, Structural Characterization, and Optoelectronic Properties (pages 15394–15405)

      Dipl.-Chem. Claas Hoffend, Frauke Schödel, Dr. Michael Bolte, Dr. Hans-Wolfram Lerner and Prof. Dr. Matthias Wagner

      Article first published online: 29 OCT 2012 | DOI: 10.1002/chem.201202280

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      Twist and radiate: The air- and moisture-stable 9,10-dianthryl-9,10-dihydro-9,10-diboraanthracenes (see figure) are reversible redox systems that show photoluminescence due to twisted intramolecular charge-transfer interactions, both in solution and in the solid state.

    14. Metal–Organic Frameworks

      Crystal Growth Mechanisms and Morphological Control of the Prototypical Metal–Organic Framework MOF-5 Revealed by Atomic Force Microscopy (pages 15406–15415)

      Dr. Pablo Cubillas, Prof. Michael W. Anderson and Dr. Martin P. Attfield

      Article first published online: 10 OCT 2012 | DOI: 10.1002/chem.201202261

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      Growth changes: Crystal growth mechanisms of the metal–organic framework MOF-5 were studied by atomic force microscopy and observed to occur through a process of nucleation and spreading of metastable and stable sub-layers, revealing that MOFs may be considered as dense phase structures in terms of crystal growth. Crystal growth rates were found to depend on the framework metal ion/organic linker ratio (see figure).

    15. Carbon Materials

      Intrinsically Sulfur- and Nitrogen-Co-doped Carbons from Thiazolium Salts (pages 15416–15423)

      Dr. Jens Peter Paraknowitsch, Björn Wienert, Dr. Yuanjian Zhang and Prof. Arne Thomas

      Article first published online: 10 OCT 2012 | DOI: 10.1002/chem.201202445

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      Doubly doped: S/N-co-doped carbons were synthesised by facile annealing of nitrile-functionalised thiazolium salts. Materials with heteroatoms firmly incorporated into the carbon backbone were obtained (see figure; thia-DCA=3-methyl-thiazol-3-iumdicyanamide).

    16. Dendrimers

      Encapsulation of Luminescent Homoleptic [Ru(dpp)3]2+-Type Chromophores within an Amphiphilic Dendritic Environment (pages 15424–15432)

      Dr. Uwe Hahn, Dipl.-Chem. Henning Luelf, Dr. Henrik D. F. Winkler, Prof. Dr. Christoph A. Schalley, Prof. Dr. Fritz Vögtle and Prof. Dr. Luisa De Cola

      Article first published online: 18 OCT 2012 | DOI: 10.1002/chem.201201126

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      It's all about protection: Efficient shielding from dioxygen quenching has been observed for a new series of amphiphilic ruthenium–bathophenanthroline dendrimers (see figure). Photophysical studies revealed a positive dendritic effect, as evidenced by elongated excited-state lifetimes and increased emission quantum yields.

    17. Magnetic Properties

      Antiferromagnetic Interactions in 1D Heisenberg Linear Chains of 7-(4-Fluorophenyl) and 7-Phenyl-Substituted 1,3-Diphenyl-1,4-dihydro- 1,2,4-benzotriazin-4-yl Radicals (pages 15433–15438)

      Christos P. Constantinides, Dr. Panayiotis A. Koutentis and Prof. Jeremy M. Rawson

      Article first published online: 12 OCT 2012 | DOI: 10.1002/chem.201202784

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      Radically antiferromagnetic: The slippage of benzotrazinyl radicals inside stacked columns inhibited dimerization and promoted orthogonality; however, the longer interplanar distances weakened the interaction. Magnetic studies revealed 1D antiferromagnetic interactions inside the columns (see figure).

    18. DNA Synthesis

      Thermodynamic and Mechanistic Insights into Translesion DNA Synthesis Catalyzed by Y-Family DNA Polymerase Across a Bulky Double-Base Lesion of an Antitumor Platinum Drug (pages 15439–15448)

      Prof. Viktor Brabec, Dr. Jaroslav Malina, Dr. Nicola Margiotta, Prof. Giovanni Natile and Prof. Jana Kasparkova

      Article first published online: 12 OCT 2012 | DOI: 10.1002/chem.201202117

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      Antitumor agents: Differential scanning calorimetry was used to determine the thermodynamic factors associated with the error-prone bypass that is catalyzed by the human DNA polymerase η of a bulky double-base lesion, which is induced in DNA by the antitumor platinum drug [PtCl2(cis-1,4-dach)] (DACH=diaminocyclohexane; see scheme).

    19. Coordination Modes

      Terpyridine–Porphyrin Hetero-Pacman Compounds (pages 15449–15458)

      Dr. Matthias Schwalbe, Ramona Metzinger, Thomas S. Teets and Prof. Dr. Daniel G. Nocera

      Article first published online: 5 OCT 2012 | DOI: 10.1002/chem.201201728

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      Pacman fever: A hetero-Pacman scaffold featuring a porphyrin and a terpyridine coordination pocket for metal-ion binding was produced by a modular strategy (see figure). A double Suzuki reaction gave a metalloligand with a free terpyridine coordination site. Subsequent reaction with iron triflate resulted in the isolation of a trinuclear compound.

    20. High-Pressure Synthesis

      Synthesis of Stoichiometric and Bulk CrN through a Solid-State Ion-Exchange Reaction (pages 15459–15463)

      Miao Chen, Dr. Shanmin Wang, Dr. Jianzhong Zhang, Prof. Duanwei He and Prof. Yusheng Zhao

      Article first published online: 11 OCT 2012 | DOI: 10.1002/chem.201202197

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      Achieving stoichiometry: Stoichiometric and bulk CrN is formed through a solid-state ion-exchange reaction under high PT conditions (see figure). Near-stoichiometric and well-crystallized CrN can also be synthesized at atmospheric pressure by the same procedure, implying the feasibility of industrial-scale production.

    21. Photochemistry

      Electron Transfer in Dye-Sensitised Semiconductors Modified with Molecular Cobalt Catalysts: Photoreduction of Aqueous Protons (pages 15464–15475)

      Fezile Lakadamyali, Dr. Anna Reynal, Dr. Masaru Kato, Prof. James R. Durrant and Dr. Erwin Reisner

      Article first published online: 2 OCT 2012 | DOI: 10.1002/chem.201202149

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      Long-lived charge separation! Photoexcitation of a ruthenium dye (RuP) on TiO2 results in ultrafast electron injection into the semiconductor, and the resulting long-lived conduction-band electron has sufficient time to reach co-attached cobalt catalysts (CoP) for H2 evolution in a pH-neutral solution and at room temperature (see figure).

    22. Heterobimetallic Compounds

      Electrical Behaviour of Heterobimetallic [MM′(EtCS2)4] (MM′=NiPd, NiPt, PdPt) and MM′X-Chain Polymers [PtM(EtCS2)4I] (M=Ni, Pd) (pages 15476–15484)

      Dr. Gonzalo Givaja, Dr. Oscar Castillo, Dr. Eva Mateo, Almudena Gallego, Prof. Carlos J. Gómez-García, Dr. Arrigo Calzolari, Dr. Rosa di Felice and Dr. Félix Zamora

      Article first published online: 11 OCT 2012 | DOI: 10.1002/chem.201200995

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      In the year MM′X: The direct oxidation of heterobimetallic complexes allowed the expansion of so-called MMX 1D chains, which afforded the first mixed-metal mixed-valence MM′X system with dithiocarboxylate ligands (see picture).

    23. Palladium

      Suzuki Coupling Reactions in Neat Water as the Solvent: Where in the Biphasic Reaction Mixture Do the Catalytic Reaction Steps Occur? (pages 15485–15494)

      Dr. Christoph Röhlich, Dipl.-Chem. Andreas S. Wirth and Prof. Dr. Klaus Köhler

      Article first published online: 2 OCT 2012 | DOI: 10.1002/chem.201201266

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      In, with, or on water? There are many examples of Suzuki coupling reactions in pure water in the literature, but the biphasic nature of the mixture is widely unregarded (see figure). This work presents a study on the influence of significant parameters on the Suzuki coupling reaction by using different homogeneous Pd precatalysts.

    24. Crystal Structures

      Reactions with Oleum under Harsh Conditions: Characterization of the Unique [M(S2O7)3]2− Ions (M=Si, Ge, Sn) in A2[M(S2O7)3] (A=NH4, Ag) (pages 15495–15503)

      Christian Logemann, Daniel Gunzelmann, Prof. Dr. Thorsten Klüner, Prof. Dr. Jürgen Senker and Prof. Dr. Mathias S. Wickleder

      Article first published online: 12 OCT 2012 | DOI: 10.1002/chem.201202344

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      Three is the key! Octahedral coordination of the Group 14 elements silicon, germanium, and tin is achieved with three chelating disulfate units (see figure) and results in complex [M(S2O7)3]2− ions, with the charge balances achieved by Ag+ and NH4+. A comprehensive study of the compounds, including thermal, vibrational, NMR, and theoretical analysis, is presented.

    25. Cyclization

      Ruthenium-Catalyzed Allylation–Cyclization Reactions of Cyclic 1,3-Dicarbonyl Compounds with 1-Vinyl Propargyl Alcohols (pages 15504–15511)

      Anita Jonek, Stefanie Berger and Prof. Dr. Edgar Haak

      Article first published online: 5 OCT 2012 | DOI: 10.1002/chem.201202414

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      Ring-producing expert: Ru complexes of redox-coupled cyclopentadienone ligands catalyze various allylation–cyclization reactions of cyclic 1,3-dicarbonyl compounds with 1-vinyl propargyl alcohols through strikingly distinct modes of activation to afford highly functionalized furans, pyrans, and spirocarbocycles (see scheme).

    26. Charge-Transfer Processes

      Thermodynamics and Conformations in the Formation of Excited States and Their Interconversions for Twisted Donor-Substituted Tridurylboranes (pages 15512–15522)

      Dr. Mao Mao, Dr. Ming-Guang Ren and Prof. Dr. Qin-Hua Song

      Article first published online: 2 OCT 2012 | DOI: 10.1002/chem.201201719

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      Directed interconversion: Three types of excited states (LE, ICT, and TICT) in the photochemical processes of a series of synthesized tridurylboranes are characterized by the conformation, the photophysical properties, and the thermodynamics of the intramolecular charge-transfer process. Effects of the solvent polarity, the viscosity, and the temperature on the fluorescence spectra reveal the interconversion and equilibria between the excited states (see figure).

    27. Noncovalent Interactions

      Revealing Non-covalent Interactions in Molecular Crystals through Their Experimental Electron Densities (pages 15523–15536)

      M. Sc. Gabriele Saleh , Dr. Carlo Gatti , Dr. Leonardo Lo Presti and Dr. Julia Contreras-García

      Article first published online: 4 OCT 2012 | DOI: 10.1002/chem.201201290

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      A novel descriptor for non-covalent interactions, based on the reduced electron density gradient (RDG), enables easy visualisation of the zones of electron density ρ(r) involved in intermolecular interactions, for example, the CH⋅⋅⋅π interactions in the benzene crystal (see figure), whereas the quantum theory of atoms in molecules (QTAIM) bond path descriptor singles out two specific atom–atom links.

    28. C[BOND]C Activation

      Theoretical Elucidation of the Mechanism of Cleavage of the Aromatic C[BOND]C Bond in Quinoxaline by a Tungsten-Based Complex [W(PMe3)42-CH2PMe2)H] (pages 15537–15545)

      Dr. Yuxia Liu, Prof. Dongju Zhang, Dr. Jun Gao and Prof. Chengbu Liu

      Article first published online: 10 OCT 2012 | DOI: 10.1002/chem.201200093

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      Tungsten in check: Various possible mechanisms of cleavage of the aromatic C[BOND]C bond in quinoxaline by the W-based complex [W(PMe3)42-CH2PMe2)H] were studied by using density functional theory calculations (see scheme). The results show that a recently proposed mechanism involves an overall barrier up to 42.0 kcal mol−1 and does not seem to be consistent with experimental observations.

    29. Asymmetric Catalysis

      Functionalized Periodic Mesoporous Organosilica: A Highly Enantioselective Catalyst for the Michael Addition of 1,3-Dicarbonyl Compounds to Nitroalkenes (pages 15546–15553)

      Ketang Liu, Ronghua Jin, Tanyu Cheng, Xiangming Xu, Fei Gao, Prof. Guohua Liu and Prof. Hexing Li

      Article first published online: 2 OCT 2012 | DOI: 10.1002/chem.201202407

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      A pore show: Functionalized periodic mesoporous organosilicas (PMOs) with incorporated chiral NiII complexes exhibited high catalytic activity and enantioselectivity in the asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroalkenes (see scheme; DACH=diaminocyclohexane).

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