Chemistry - A European Journal

Cover image for Vol. 19 Issue 10

March 4, 2013

Volume 19, Issue 10

Pages 3253–3511

  1. Cover Pictures

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Concept
    7. Communications
    8. Full Papers
    1. You have free access to this content
      Cover Picture: Fe-Doped ZnO Nanoparticles: The Oxidation Number and Local Charge on Iron, Studied by 57Fe Mößbauer Spectroscopy and DFT Calculations (Chem. Eur. J. 10/2013) (page 3253)

      M. Sc. Jianping Xiao, Dr. Agnieszka Kuc, Dr. Suman Pokhrel, Prof. Dr.-Ing. Lutz Mädler, Prof. Dr. Rainer Pöttgen, Dipl.-Chem. Florian Winter, Prof. Dr. Thomas Frauenheim and Prof. Dr. Thomas Heine

      Version of Record online: 22 FEB 2013 | DOI: 10.1002/chem.201390029

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      If produced by flame spray pyrolysis, more than 10% of Fe dopants can be introduced into the wurtzite lattice of ZnO nanoparticles. A combined experimental and theoretical Mößbauer spectroscopy study unambiguously assigns the Fe dopants as substitutional FeII ions, although the charge-dependent properties of the Fe dopants in ZnO are similar to those of Fe3+ ions. For more information see the Communication by T. Heine et al. on page 3287 ff.

    2. You have free access to this content
      Back Cover: A General Strategy Towards Encapsulation of Nanoparticles in Sandwiched Graphene Sheets and the Synergic Effect on Energy Storage (Chem. Eur. J. 10/2013) (page 3516)

      Prof. Dr. Yu Wang, Yuanjuan Bai, Xiao Li, Yangyang Feng and Dr. Huijuan Zhang

      Version of Record online: 22 FEB 2013 | DOI: 10.1002/chem.201390032

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      A new and general fabrication strategy towards encapsulation of nanoparticles, such as Ni, Co and Co3O4, in sandwiched graphene sheets is reported in the Full Paper by Y. Wang et al. on page 3340 ff. The nanoparticles-encapsulated sandwiched graphene sheets possess unique structures, in which nanoparticles are strictly confined inside and the graphene sheets are layered on both outer sides like a three-layered sandwich, and substantially enhanced properties derived from the synergic effect among the individual functional components. The picture also shows the Chongqing University founded in 1929. The Chinese words in silver white mean top left to bottom right: “Unity, Diligence, Truth, Innovation” as the University motto.

  2. Graphical Abstract

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

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Corrigendum
    5. News
    6. Concept
    7. Communications
    8. Full Papers
    1. You have free access to this content
      Corrigendum: Synthesis and Conformational Analysis of Efrapeptins (page 3264)

      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

      Version of Record online: 22 FEB 2013 | DOI: 10.1002/chem.201300488

      This article corrects:

      Synthesis and Conformational Analysis of Efrapeptins

      Vol. 18, Issue 2, 478–487, Version of Record online: 6 DEC 2011

  4. News

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

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

      Catalytic Activation of Olefins by Metal Triflates and Triflimides: Application to Fragrance Chemistry (pages 3270–3280)

      Dr. Gilles Lemière and Dr. Elisabet Duñach

      Version of Record online: 12 FEB 2013 | DOI: 10.1002/chem.201203903

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      Sweet-smelling chemistry: With applications in the field of flavours and fragrances, several processes catalysed by metal triflates and triflimides have been recently developed. These reactions, initiated by the activation of non-activated olefins, mainly involve inter- and intramolecular carbon–carbon, carbon–oxygen and carbon–sulfur bond formation (see scheme).

  6. Communications

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

      The Synthesis of Hexafluorosumanene and Its Congeners (pages 3282–3286)

      Bernd M. Schmidt, Berit Topolinski, Dr. Shuhei Higashibayashi, Dr. Tatsuhiro Kojima, Prof. Dr. Masaki Kawano, Prof. Dr. Dieter Lentz and Prof. Dr. Hidehiro Sakurai

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/chem.201204622

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      Bowled over: A family of gem-difluorinated sumanenes was synthesised, including the highly symmetric hexafluorosumanene (see figure). The favourable columnar structure is maintained upon fluorination. Substitution by electron-withdrawing substituents increases the bowl depth and results in a large cathodic shift of the reduction potential.

    2. Nanoparticles

      Fe-Doped ZnO Nanoparticles: The Oxidation Number and Local Charge on Iron, Studied by 57Fe Mößbauer Spectroscopy and DFT Calculations (pages 3287–3291)

      M. Sc. Jianping Xiao, Dr. Agnieszka Kuc, Dr. Suman Pokhrel, Prof. Dr.-Ing. Lutz Mädler, Prof. Dr. Rainer Pöttgen, Dipl.-Chem. Florian Winter, Prof. Dr. Thomas Frauenheim and Prof. Dr. Thomas Heine

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/chem.201204308

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      Iron bru: Fe-doped ZnO may contain Fe2+ and Fe3+ species. Whilst Mößbauer spectroscopy can distinguish these sites in pure oxides FeO and Fe2O3, it gives very similar shifts for Fe-doped phases. This result is rationalized by electron redistribution from the dopant site to the crystal matrix. Mößbauer shifts correlate with the local charge on the Fe sites and different dopant sites can be identified by the Mößbauer quadrupole splitting (see figure).

    3. Dienes

      Ruthenium-Catalysed Synthesis of Functional Conjugated Dienes from Propargylic Carbonates and Silyl Diazo Compounds (pages 3292–3296)

      Dr. Solenne Moulin, Hanyu Zhang, Suresh Raju, Dr. Christian Bruneau and Dr. Sylvie Dérien

      Version of Record online: 5 FEB 2013 | DOI: 10.1002/chem.201203796

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      Ru being served? The reactions of propargylic carbonates with silyl diazo compounds in the presence of [Cp*RuCl(cod)] as a catalyst precursor led to the formation of dienyl carbonates in excellent yields under mild conditions (see scheme; Y=SiMe3).

    4. Nanoreactors

      Formation of a Metalloporphyrin-Based Nanoreactor by Postsynthetic Metal–Ion Exchange of a Polyhedral-Cage Containing a Metal–Metalloporphyrin Framework (pages 3297–3301)

      Dr. Xi-Sen Wang, Matthew Chrzanowski, Dr. Lukasz Wojtas, Dr. Yu-Sheng Chen and Prof. Dr. Shengqian Ma

      Version of Record online: 5 FEB 2013 | DOI: 10.1002/chem.201204358

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      A change for the better: Exchange of CdII in the catalytically inactive framework MMPF-5 (see scheme) with CoII afforded a metalloporphyrin-based nanoreactor, MMPF-5(Co). This framework, consisting of small cubicuboctahedral cages, demonstrated interesting performances in the catalytic epoxidation of trans-stilbene with tBuOOH.

    5. Cross-Coupling Reactions

      Mild Copper-Mediated Direct Oxidative Cross-Coupling of 1,3,4-Oxadiazoles with Polyfluoroarenes by Using Dioxygen as Oxidant (pages 3302–3305)

      Liang-Hua Zou, Jakob Mottweiler, Dr. Daniel L. Priebbenow, Dr. Jun Wang, Jan Alexander Stubenrauch and Prof. Dr. Carsten Bolm

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/chem.201204502

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      CH3CN and O2 do the trick! A copper-mediated direct oxidative cross-coupling of 2-(het)aryl-1,3,4-oxadiazoles with polyhaloarenes under mild reaction conditions has been developed (see scheme). The process provides a concise access to biaryl structures containing polyhaloarenes, which are of interest in the fields of pharmaceuticals and functional materials. Acetonitrile and oxygen play crucial roles.

    6. Tetrazolato Complexes

      Synthesis, Structure, and Properties of Group 1 Metal Complexes Containing Nitrogen-Rich Hydrotris(tetrazolyl)borate Ligands (pages 3306–3310)

      Christopher J. Snyder, Dr. Philip D. Martin, Dr. Mary Jane Heeg and Prof. Charles H. Winter

      Version of Record online: 5 FEB 2013 | DOI: 10.1002/chem.201203990

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      Nitrogen-rich hydrotris(tetrazolyl)borate salts of lithium, sodium, and potassium have been prepared for the first time by thermolysis of the borohydride ion with three equivalents of tetrazoles in ether solvents at 160–162 °C. Despite the high nitrogen contents, these complexes have low sensitivity to impact, electrostatic discharge, and friction.

    7. Asymmetric Catalysis

      Catalytic Enantioselective Alkylation of Aldehydes by Using Organozinc Halide Reagents (pages 3311–3314)

      Yuichiro Kinoshita, Shinichi Kanehira, Yasuki Hayashi and Prof. Dr. Toshiro Harada

      Version of Record online: 5 FEB 2013 | DOI: 10.1002/chem.201204346

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      Functionalized alkylzinc halides can be employed in the enantioselective addition to aldehydes by using a titanium(IV) catalyst derived from a H8-binaphthol derivative in the presence of [Ti(OiPr)4] and MgBr2. A range of functionalities, including olefin, chlorine atoms, protected alcohols, amides, and cyano groups, are tolerated in the present reaction, providing the corresponding functionalized alcohols in high yields and enantioselectivities (see scheme).

    8. Cooperative Catalysis

      Brønsted Acid/Rhodium(II) Cooperative Catalytic Asymmetric Three-Component Aldol-Type Reaction for the Synthesis of 3-Amino Oxindoles (pages 3315–3318)

      Lei Ren, Xiao-Lei Lian and Prof. Liu-Zhu Gong

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/chem.201203993

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      Cooperation is key! Chiral Brønsted acid/rhodium(II) cooperative catalysis enabled an enantioselective three-component aldol-type reaction of 3-diazo oxindoles and anilines with glyoxylates to give highly functionalized and structurally diverse 3-amino oxindoles in high stereoselectivity (>20:1 d.r., 99 % ee; see scheme).

    9. Synthetic Methods

      Enantioselective Organocatalytic Construction of Hexahydropyrroloindole by Means of α-Alkylation of Aldehydes Leading to the Total Synthesis of (+)-Gliocladin C (pages 3319–3323)

      Jin Song, Chang Guo, Arafate Adele, Dr. Hao Yin and Prof. Liu-Zhu Gong

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/chem.201204522

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      12-Step program: The combined use of cinchona alkaloid based amine and chiral phosphoric acid enabled the asymmetric alkylation reaction of 3-hydroxyoxindoles with aldehydes to give 3,3′-disubstituted oxindoles in excellent enantioselectivities, which allows for the enantioselective total synthesis of (+)-gliocladin C in 12 steps from 3-hydroxyoxindole with 19 % overall yield (see scheme; PMB=para-methoxybenzyl).

    10. Covalent Organic Frameworks

      A 2D Mesoporous Imine-Linked Covalent Organic Framework for High Pressure Gas Storage Applications (pages 3324–3328)

      Dr. Mohammad Gulam Rabbani, Ali Kemal Sekizkardes, Zafer Kahveci, Dr. Thomas E. Reich, Ransheng Ding and Prof. Hani M. El-Kaderi

      Version of Record online: 5 FEB 2013 | DOI: 10.1002/chem.201203753

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      Hole-some mixture: A 2D mesoporous covalent organic framework (see figure) featuring expanded pyrene cores and linked by imine linkages has a high surface area (SABET=2723 m2 g−1) and exhibits significant gas storage capacities under high pressure, which make this class of material very promising for gas storage applications.

  7. Full Papers

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

      Chirality Transfer in Propeller-Shaped Cyclen[BOND]Calcium(II) Complexes: Metal-Coordinating and Ion-Pairing Anion Procedures (pages 3330–3339)

      Dr. Hiroshi Ito, Prof. Hiroshi Tsukube and Prof. Satoshi Shinoda

      Version of Record online: 12 FEB 2013 | DOI: 10.1002/chem.201204323

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      Two is better than one: The coumarin group on the end of octadentate cyclen[BOND]Ca2+ acts as a chirality probe of the helicity of octadentate cyclen that was induced through anion coordination or through ion-pairing interactions (see figure).

    2. Graphene

      A General Strategy Towards Encapsulation of Nanoparticles in Sandwiched Graphene Sheets and the Synergic Effect on Energy Storage (pages 3340–3347)

      Prof. Dr. Yu Wang, Yuanjuan Bai, Xiao Li, Yangyang Feng and Dr. Huijuan Zhang

      Version of Record online: 11 FEB 2013 | DOI: 10.1002/chem.201204074

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      Between the sheets: A new and general fabrication strategy towards the encapsulation of nanoparticles in sandwiched graphene sheets is reported (see figure). The strategy is based on the formation of hydrated sheet-like precursors and subsequent polymerization and graphitization processes. The sheets with encapsulated nanoparticles possess unique structures and substantially enhanced properties derived from synergic effects.

    3. Semiconductors

      Conducting Organic Frameworks Based on a Main-Group Metal and Organocyanide Radicals (pages 3348–3357)

      Zhongyue Zhang, Dr. Hanhua Zhao, Hirotaka Kojima, Prof. Takehiko Mori and Prof. Kim R. Dunbar

      Version of Record online: 23 JAN 2013 | DOI: 10.1002/chem.201203422

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      Main-group semiconductors: New 2,5-dihalogen-substituted [Tl(TCNQX2)] (TCNQ=7,7,8,8-tetracyanoquinodimethane, X=H, Cl, Br, I) derivatives reveal potential for the realization of unprecedented molecule-based main-group semiconductors (see figure). The theoretical simulation of band structures hints at modulation of the 1D band structure by the TlI cations.

    4. Metal–Organic Frameworks

      Highly Selective Sorption and Luminescent Sensing of Small Molecules Demonstrated in a Multifunctional Lanthanide Microporous Metal–Organic Framework Containing 1D Honeycomb-Type Channels (pages 3358–3365)

      Huanhuan Li, Dr. Wei Shi, Kaina Zhao, Zheng Niu, Huimin Li and Prof. Dr. Peng Cheng

      Version of Record online: 24 JAN 2013 | DOI: 10.1002/chem.201203487

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      Honeytrap: A robust microporous lanthanide metal–organic framework with 1D honeycomb-type channels is reported (see figure). Excellent adsorption capabilities for N2, H2, and CO2 and significant selective sorption of CO2 over N2 and CO2 over CH4 were observed. The guest-dependent luminescent behavior indicates the potential for sensing small-molecule pollutants such as benzene and acetone.

    5. Photochromism

      Nonsymmetrical Dithienylethenes Bearing Dithieno[3,2-b:2′,3′-d]thiophene Units with Photochromic Performance in the Crystalline Phase (pages 3366–3373)

      Hongke Wang, Hui Lin, Prof. Wei Xu and Prof. Daoben Zhu

      Version of Record online: 17 JAN 2013 | DOI: 10.1002/chem.201202520

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      Photochromic crystals: Four new nonsymmetrical diarylethenes containing dithieno[3,2-b:2′,3′-d]thiophene units, which exhibit excellent photochromic performance in the crystalline phase (see figure), have been designed and synthesized to investigate their photophysical, electrochemical, and photochromic reactions in solution and in the crystalline phase. They have also been studied through DFT calculations. This study provides a new strategy for the design of diarylethenes that undergo photochromic reactions in the crystalline phase.

    6. Cage Compounds

      Size-Selective Encapsulation of Hydrophobic Guests by Self-Assembled M4L6 Cobalt and Nickel Cages (pages 3374–3382)

      Dr. Tanya K. Ronson, Chandan Giri, Dr. N. Kodiah Beyeh, Antti Minkkinen, Filip Topić, Dr. Julian J. Holstein, Prof. Kari Rissanen and Dr. Jonathan R. Nitschke

      Version of Record online: 23 JAN 2013 | DOI: 10.1002/chem.201203751

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      Subtle differences in metal–ligand bond lengths in a series of [M4L6]4− tetrahedral cages, where M=FeII, CoII, or NiII, result in substantial differences in affinity for hydrophobic guests in water. Changing the metal ion from iron(II) to cobalt(II) or nickel(II) increases the size of the cage cavity and allows encapsulation of larger guest molecules. This facile method to enhance cavity volume may apply to other metal–organic cage complexes.

    7. Reaction Mechanisms

      Synthesis of 2-Hydroxy-1,4-oxazin-3-ones through Ring Transformation of 3-Hydroxy-4-(1,2-dihydroxyethyl)-β-lactams and a Study of Their Reactivity (pages 3383–3396)

      Karen Mollet, Hannelore Goossens, Nicola Piens, Dr. Saron Catak, Prof. Dr. Michel Waroquier, Prof. Dr. Karl W. Törnroos, Prof. Dr. Veronique Van Speybroeck, Prof. Dr. Matthias D'hooghe and Prof. Dr. Norbert De Kimpe

      Version of Record online: 24 JAN 2013 | DOI: 10.1002/chem.201203314

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      Expanding horizons: The reactivity of 3-hydroxy-4-(1,2-dihydroxyethyl)-β-lactams with regard to sodium periodate was evaluated, unexpectedly resulting in the formation of new 2-hydroxy-1,4-oxazin-3-ones through a C3[BOND]C4 bond cleavage of the intermediate 4-formyl-3-hydroxy-β-lactams followed by a ring expansion. This result is in sharp contrast to the known NaIO4-mediated oxidation of 3-alkoxy- and 3-phenoxy-4-(1,2-dihydroxyethyl)-β-lactams, which leads to the corresponding 4-formyl-β-lactams without a subsequent ring enlargement (see scheme).

    8. Molecular Switches

      Control of the Helical Chirality of Enantiopure Sulfinyl (Z)-Azobenzene-Based Photoswitches (pages 3397–3406)

      Irene Núñez, Dr. Estíbaliz Merino, Dr. Mercedes Lecea, Dr. Silvia Pieraccini, Prof. Dr. Gian Piero Spada, Prof. Dr. Carlo Rosini, Dr. Giuseppe Mazzeo, Dr. María Ribagorda and Prof. Dr. M. Carmen Carreño

      Version of Record online: 25 JAN 2013 | DOI: 10.1002/chem.201203243

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      Switch hitter: ortho,ortho-Disubstituted azobenzene phothoswitches were synthesized from (S)-2-(p-tolylsulfinyl)-p-benzoquinone and arylhydrazines. The sulfoxide unidirectionally controlled helical chirality in the Z isomer. The (E)-azobenzenes showed two diastereoconformers that converged upon irradiation to a Z isomer with defined helicity (M). The chiroptical properties of this switch were tuned photochemically and/or thermally (see figure).

    9. Cooperative Effects

      Stepwise Metal–Ligand Cooperation by a Reversible Aromatization/Deconjugation Sequence in Ruthenium Complexes with a Tetradentate Phenanthroline-Based Ligand (pages 3407–3414)

      Dr. Robert Langer, Ido Fuchs, Dr. Matthias Vogt, Dr. Ekambaram Balaraman, Dr. Yael Diskin-Posner, Dr. Linda J. W. Shimon, Yehoshoa Ben-David and Prof. Dr. David Milstein

      Version of Record online: 29 JAN 2013 | DOI: 10.1002/chem.201204003

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      Obligation to cooperate: A dearomatization/deconjugation sequence, involving reversible hydrogenation of the ligand backbone, has been uncovered for the dihydrogen activation by ruthenium complexes with a tetradentate phenanthroline-based ligand. This unprecedented mode of stepwise cooperation between the metal center and the coordinated ligand is demonstrated to be reversible and operative in the dehydrogenation of primary alcohols without the need for a hydrogen acceptor (see scheme).

    10. Cycloaddition

      Ni-Catalyzed [4+3+2] Cycloaddition of Ethyl Cyclopropylideneacetate and Dienynes: Scope and Mechanistic Insights (pages 3415–3425)

      Dr. Ryu Yamasaki, Dr. Masato Ohashi, Kyotaro Maeda, Takuya Kitamura, Minami Nakagawa, Korehito Kato, Tetsushi Fujita, Ryohei Kamura, Kazuto Kinoshita, Dr. Hyuma Masu, Prof. Dr. Isao Azumaya, Prof. Dr. Sensuke Ogoshi and Prof. Dr. Shinichi Saito

      Version of Record online: 25 JAN 2013 | DOI: 10.1002/chem.201204087

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      [4+3+2]=9! Ni-catalyzed cycloadditions of dienynes and ethyl cyclopropylideneacetate gave nine-membered compounds in a single step (see scheme). The choice of the ligand and the use of ethyl cyclopropylidene acetate are very important for the success of the reaction. The mechanism of the reaction was studied in detail by investigating the stoichiometric reaction and the stereochemical outcome.

    11. N-Heterocyclic Carbenes

      Synthesis and Reactivity of Cationic Triruthenium Clusters Derived from 2-Methyl- and 4-Methylpyrimidines: From Conventional Cyclometalated Ligands to Novel Types of N-Heterocyclic Carbenes (pages 3426–3436)

      Prof. Javier A. Cabeza, Dr. Pablo García-Álvarez, Dr. Enrique Pérez-Carreño and Dr. Vanessa Pruneda

      Version of Record online: 17 JAN 2013 | DOI: 10.1002/chem.201203815

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      A methyl makes the difference: New N-heterocyclic carbenes (NHCs) having the Ccarbene atom in 6-position of a pyrimidine framework have been identified as ligands of cationic triruthenium cluster complexes (see scheme). These ligands can be modified through processes that are governed by atomic charges (deprotonation) or by a combination of two factors: the composition of the LUMO of the parent complex and the steric protection of its ligand ring atoms (hydride addition and chemical reduction).

    12. Synthetic Methods

      The Regio- and Stereospecific Intermolecular Dehydrative Alkoxylation of Allylic Alcohols Catalyzed by a Gold(I) N-Heterocyclic Carbene Complex (pages 3437–3444)

      Dr. Paramita Mukherjee and Prof. Ross A. Widenhoefer

      Version of Record online: 24 JAN 2013 | DOI: 10.1002/chem.201203987

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      All that glitters: A gold(I) N-heterocyclic carbene (NHC) complex catalyzes the γ-regiospecific and syn-stereospecific intermolecular dehydrative alkoxylation of primary and secondary allylic alcohols with aliphatic primary and secondary alcohols to form allylic ethers. The minor α regioisomer is formed predominantly by alkoxylation of the initially formed γ-allylic ether rather than through the direct α-alkoxylation of the allylic alcohol.

    13. Organic Magnets

      Nanoscale Assembly of Paramagnetic Organic Radicals on Au(111) Single Crystals (pages 3445–3450)

      Sabine-Antonia Savu, Dr. Indro Biswas, Dr. Lorenzo Sorace, Dr. Matteo Mannini, Donella Rovai, Prof. Andrea Caneschi, Prof. Thomas Chassé and Dr. Maria Benedetta Casu

      Version of Record online: 25 JAN 2013 | DOI: 10.1002/chem.201203247

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      Radical magnets: One of the main challenges in organic magnetism is the deposition and growth of highly oriented layers down to the sub-monolayer regime on a substrate. The controlled deposition of a pyrene-substituted nitronyl nitroxide radical on an Au(111) surface was investigated (see figure). The interface between the organic radical and metal surface and the surface and magnetic properties of the assemblies have been investigated, addressing important issues for future technological applications.

    14. Coordination Polymers

      Three Polymorphic CdII Coordination Polymers Obtained from the Solution and Mechanochemical Reactions of 3-Cyanopentane-2,4-dione with CdII Acetate (pages 3451–3457)

      Dr. Jun Yoshida, Prof. Dr. Shin-ichi Nishikiori, Prof. Dr. Reiko Kuroda and Prof. Dr. Hidetaka Yuge

      Version of Record online: 29 JAN 2013 | DOI: 10.1002/chem.201203728

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      Nose to the grindstone: The reactions of 3-cyano-pentane-2,4-dione with CdII acetate in solution and solid state afford different coordination polymers composed of trans-[Cd(CNacac)2] and cis-[Cd(CNacac)2] units, respectively. The obtained polymers respond to external stimuli such as annealing treatment and grinding with a small amount of liquid, in spite of the polymeric structures (see figure).

    15. Heterometallic Complexes

      Heterometallic Polyhydride Complexes Containing Yttrium Hydrides with Different Cp Ligands: Synthesis, Structure, and Hydrogen-Uptake/Release Properties (pages 3458–3466)

      Dr. Takanori Shima and Prof. Dr. Zhaomin Hou

      Version of Record online: 17 JAN 2013 | DOI: 10.1002/chem.201203495

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      Y so serious? Multinuclear heterobimetallic polyhydride complexes that contain both Y and Mo atoms can undergo reversible H2-release and -uptake reactions (see scheme). The Cp ancillary ligands on the Y atoms exert significant influence on the structure and reactivity of the resulting Y/Mo heterometallic polyhydrides.

    16. Photochromism

      Synthesis, Photochromic, and Computational Studies of Dithienylethene-Containing β-Diketonate Derivatives and Their Near-Infrared Photochromic Behavior Upon Coordination of a Boron(III) Center (pages 3467–3476)

      Dr. Chun-Ting Poon, Dr. Wai Han Lam and Prof., Dr. Vivian Wing-Wah Yam

      Version of Record online: 24 JAN 2013 | DOI: 10.1002/chem.201203105

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      NIR photoswitch: A near-infrared photochromic, responsive, dithienylethene-containing material (see scheme) can be easily prepared and the photochromic properties can be tuned by attaching different boryl groups to various dithienylethene-containing β-diketones ligands.

    17. Lanthanides

      Multicolour Optical Coding from a Series of Luminescent Lanthanide Complexes with a Unique Antenna (pages 3477–3482)

      Nicolas Wartenberg, Dr. Olivier Raccurt, Prof. Elodie Bourgeat-Lami, Dr. Daniel Imbert and Dr. Marinella Mazzanti

      Version of Record online: 25 JAN 2013 | DOI: 10.1002/chem.201203657

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      Colour codes: The bis-tetrazolate-pyridine ligand sensitises the visible and/or near-IR luminescence emission of ten lanthanide cations (see figure). The LnIII complexes present sizeable quantum yields in both domains with a single excitation source. The range of possible colour combinations in water, organic solvents and the solid state makes the complexes attractive for labelling and encoding.

    18. Electrochemistry

      Graphene Nanoplatelets: Electrochemical Properties and Applications for Oxidation of Endocrine-Disrupting Chemicals (pages 3483–3489)

      Prof. Qijin Wan, Hui Cai, Yi Liu, Hongtu Song, Hualing Liao, Prof. Shantang Liu and Dr. Nianjun Yang

      Version of Record online: 23 JAN 2013 | DOI: 10.1002/chem.201203607

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      Electrochemical properties of graphene nanoplatelets (GNPs) and carbon nanotube (CNTs) were investigated and compared for the first time. A GNP-coated glassy carbon (GC) electrode is better than a CNT-coated or bare GC electrode for the oxidation of endocrine-disrupting chemicals (see figure), that is, GNPs are superior electrode materials to CNTs.

    19. Drug Discovery

      Progress in the Understanding of the Key Pharmacophoric Features of the Antimalarial Drug Dihydroartemisinin: An Experimental and Theoretical Charge Density Study (pages 3490–3503)

      Gabriele Saleh, Dr. Raffaella Soave, Dr. Leonardo Lo Presti and Prof. Riccardo Destro

      Version of Record online: 25 JAN 2013 | DOI: 10.1002/chem.201202486

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      Disclosing an antimalarial pharmacophore: The pharmacophoric ability of the potent antimalarial drug dihydroartemisinin (DHA) resides on the interplay among the chemical features within the molecular backbone. These have been quantitatively rationalised at the molecular and sub-molecular level through an experimental and theoretical study of the DHA charge density and the electrostatic potential in real space (see figure).

    20. Transition-Metal Catalysis

      Selective Arylation and Vinylation at the α Position of Vinylarenes (pages 3504–3511)

      Yinjun Zou, Liena Qin, Dr. Xinfeng Ren, Dr. Yunpeng Lu, Dr. Yongxin Li and Prof. Dr. Jianrong (Steve) Zhou

      Version of Record online: 23 JAN 2013 | DOI: 10.1002/chem.201203646

      Thumbnail image of graphical abstract

      What the Heck! In intermolecular Heck reactions, insertion at the β position of aromatic olefins is very common, but reversal of the selectivity for selective α insertion has been a longstanding problem. A general method to couple aryl and vinyl triflates with aromatic olefins in >20:1 α selectivity is presented. The key to this successful approach is a new ferrocene bisphosphane with naphthyl groups on the phosphorus atom (see scheme; OTf=triflate).

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