Angewandte Chemie International Edition

Cover image for Angewandte Chemie International Edition

August 9, 2010

Volume 49, Issue 34

Pages 5803–6001

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Cover Picture: Isomerization of Triphenylmethoxyl: The Wieland Free-Radical Rearrangement Revisited a Century Later (Angew. Chem. Int. Ed. 34/2010) (page 5803)

      Gino A. DiLabio, K. U. Ingold, Shuqiong Lin, Grzegorz Litwinienko, Olga Mozenson, Peter Mulder and Thomas T. Tidwell

      Article first published online: 29 JUL 2010 | DOI: 10.1002/anie.201003622

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      A new lesson from old wisdom In 1911, Wieland provided the first demonstration of a radical rearrangement by studying the products obtained in the thermal decomposition of Ph3COOCPh3. In their Communication on page 5982 ff., K. U. Ingold et al. determine the rate constant for this isomerization both experimentally and by DFT calculations. In contrast to previous photochemically based findings, their results vindicate Wieland′s observations and thus provide a cautionary tale for photochemists. Photo reprinted courtesy of the Faculty of Chemistry and Pharmacy of the University of München.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Inside Cover: Controlled Reducibility of a Metal–Organic Framework with Coordinatively Unsaturated Sites for Preferential Gas Sorption (Angew. Chem. Int. Ed. 34/2010) (page 5804)

      Ji Woong Yoon, You-Kyong Seo, Young Kyu Hwang, Jong-San Chang, Hervé Leclerc, Stefan Wuttke, Philippe Bazin, Alexandre Vimont, Marco Daturi, Emily Bloch, Philip L. Llewellyn, Christian Serre, Patricia Horcajada, Jean-Marc Grenèche, Alirio E. Rodrigues and Gérard Férey

      Article first published online: 22 JUN 2010 | DOI: 10.1002/anie.201003292

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      The controlled reducibility of coordinatively unsaturated iron sites in MIL-100(Fe), [Fe3O(H2O)2F0.81(OH)0.19{C6H3(CO2)3}2]⋅14.5 H2O, is described by J.-S. Chang and co-workers in their Communication on page 5949 ff. Thermal activation of MIL-100(Fe) generates coordinatively unsaturated sites with mixed-valence FeII/FeIII, leading to preferential sorption selectivity towards unsaturated gas molecules such as propylene.

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
  4. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
  5. Author Profile

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Thomas Braun (page 5824)

      Article first published online: 21 JUL 2010 | DOI: 10.1002/anie.201004120

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      “The three qualities that make a good scientist are creativity, persistence, and knowledge. My favorite subject at school was chemistry, but also history …” This and more about Thomas Braun can be found on page 5824.

  6. Book Review

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Mirror-Image Asymmetry. An Introduction to the Origin and Consequences of Chirality. By James P. Riehl. (page 5825)

      Josep M. Ribó

      Article first published online: 22 JUL 2010 | DOI: 10.1002/anie.201003290

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      John Wiley & Sons, Hoboken, 2010. 250 pp., softcover € 43.50.—ISBN 978-0470387597

  7. Highlights

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Asymmetric Catalysis

      Enantioselective Palladium-Catalyzed Direct Alkylation and Olefination Reaction of Simple Arenes (pages 5826–5828)

      Hong Mei Peng, Li-Xin Dai and Shu-Li You

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201000799

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      Easy as pie: Simple amino acid derivatives and phosphoramidites assist palladium in the enantioselective direct alkylation and olefination of simple arenes (see scheme; Boc=tert-butoxycarbonyl, Tf=trifluoromethanesulfonyl). Under mild reaction conditions, a practical level of enantiomeric excess was obtained.

    2. Phosphorus Mononitride

      A Different View of Coordination Chemistry: Bis(carbene) Adducts of (P≡N) and (P≡N)+ (pages 5829–5830)

      Lothar Weber

      Article first published online: 19 JUL 2010 | DOI: 10.1002/anie.201003479

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      The taming of the shrew: If the familiar method of stabilizing small reactive molecules in the coordination sphere of transition-metal complexes fails, an inverse approach is recommended: Clasp the elusive particle, (P≡N), with two nucleophilic singlet carbenes and tame it (see mesomeric limiting structures; Dipp=2,6-diisopropylphenyl).

  8. Minireview

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Pummerer Chemistry

      Beyond the Pummerer Reaction: Recent Developments in Thionium Ion Chemistry (pages 5832–5844)

      Laura H. S. Smith, Susannah C. Coote, Helen F. Sneddon and David J. Procter

      Article first published online: 25 JUN 2010 | DOI: 10.1002/anie.201000517

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      Thionium ions have assumed great importance as electrophiles in organic chemistry in recent years. From classical Pummerer reactions to extended and connective variants, these versatile reactive intermediates have found applications in the synthesis of a wide range of compounds, including alkaloids, nucleoside derivatives, and heterocycles.

  9. Review

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Reactions in Microdroplets

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      Microdroplets in Microfluidics: An Evolving Platform for Discoveries in Chemistry and Biology (pages 5846–5868)

      Ashleigh B. Theberge, Fabienne Courtois, Yolanda Schaerli, Martin Fischlechner, Chris Abell, Florian Hollfelder and Wilhelm T. S. Huck

      Article first published online: 22 JUN 2010 | DOI: 10.1002/anie.200906653

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      More than a drop in the ocean: Microdroplets in microfluidics has become a fast moving research area that is rapidly being established as a powerful tool for performing complex chemical and biological experiments (see picture). This Review assesses the technological challenges as well as the huge benefits compartmentalization, monodispersity, single-molecule sensitivity, and high throughput can bring to biology and chemistry.

  10. Communications

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. Book Review
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    1. Organoberyllium Chemistry

      Bis(1,3-trimethylsilylallyl)beryllium (pages 5870–5874)

      Stephen C. Chmely, Timothy P. Hanusa and William W. Brennessel

      Article first published online: 23 JUN 2010 | DOI: 10.1002/anie.201001866

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      Shape-shifter: The beryllium allyl complex [Be{1,3-(SiMe3)2C3H3}2(Et2O)] (see picture) has been synthesized and its X-ray structure determined. Although the allyl ligands are σ bonded, the molecule is fluxional in solution, and it engages in a Schlenk equilibrium with BeCl2. DFT calculations suggest that in the absence of a coordinated base, both σ- and π-bound forms would be potential energy minima.

      Corrected by:

      Corrigendum: Corrigendum: Bis(1,3-trimethylsilylallyl)beryllium

      Vol. 49, Issue 39, 6924, Article first published online: 14 SEP 2010

    2. Natural Product Synthesis

      Asymmetric Total Synthesis of Cylindrocyclophanes A and F through Cyclodimerization and a Ramberg–Bäcklund Reaction (pages 5875–5878)

      K. C. Nicolaou, Ya-Ping Sun, Henry Korman and David Sarlah

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201003500

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      Two make a cycle: A Ramberg–Bäcklund reaction was employed to form the macrocyclic carbon skeleton of the marine natural products cylindrocyclophanes A and F in an asymmetric synthesis through a head-to-tail dimerization approach (see scheme).

    3. Cross-Coupling

      A General and Special Catalyst for Suzuki–Miyaura Coupling Processes (pages 5879–5883)

      Wenjun Tang, Andrew G. Capacci, Xudong Wei, Wenjie Li, Andre White, Nitinchandra D. Patel, Jolaine Savoie, Joe J. Gao, Sonia Rodriguez, Bo Qu, Nizar Haddad, Bruce Z. Lu, Dhileepkumar Krishnamurthy, Nathan K. Yee and Chris H. Senanayake

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201002404

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      Biaryl monophosphorus ligands containing a 2,3-dihydrobenzo[d][1,3]oxaphosphole framework are highly effective for the palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of a wide range of substrates. Ligand 1 has demonstrated excellent performance for coupling reactions of extremely hindered arylboronic acids.

    4. C[BOND]H Activation

      Platinum and Palladium Complexes Containing Cationic Ligands as Catalysts for Arene H/D Exchange and Oxidation (pages 5884–5886)

      Marion H. Emmert, J. Brannon Gary, Janette M. Villalobos and Melanie S. Sanford

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201002351

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      Cationic catalysts in HD: Palladium(II) and platinum(II) complexes of pyridinium-substituted bipyridine ligands are highly active and stable catalysts for H/D exchange and oxidation of aromatic C[BOND]H bonds (TONs up to 3200, TOFs up to 0.1 s−1; see scheme, EWG=electron-withdrawing group, EDG=electron-donating group).

    5. Natural Products

      A Convergent Route to the Galbulimima Alkaloids (−)-GB 13 and (+)-GB 16 (pages 5887–5890)

      Weiwei Zi, Shouyun Yu and Dawei Ma

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002299

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      Alkaloids all round: A 19-step total synthesis of the galbulimima alkaloid (−)-GB 13 starting from commercially available starting material and the first total synthesis of the galbulimima alkaloid (+)-GB 16 have been achieved (see scheme; Boc=tert-butoxycarbonyl).

    6. Nanocarbon Chemistry

      Photochemical Addition of Ethers to C60: Synthesis of the Simplest [60]Fullerene/Crown Ether Conjugates (pages 5891–5893)

      Manolis D. Tzirakis and Michael Orfanopoulos

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201002285

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      Easy crowning for [60]fullerene: The simplest and hitherto elusive C60/crown ether conjugates have been prepared through an effective free-radical approach. This approach includes the activation of the otherwise unreactive α-C[BOND]H bond in a series of structurally diverse mono- or polyethers and sulfides. This facile method provides an expedient entry into a novel class of fullerene-based materials.

    7. Oxocarbenium Ions

      Stereoselective Synthesis of Tertiary Ethers through Geometric Control of Highly Substituted Oxocarbenium Ions (pages 5894–5897)

      Lei Liu and Paul E. Floreancig

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002281

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      Fully substituted, fully controlled! The geometries of 1,1-disubstituted oxocarbenium ions and the conformations of oxocarbenium ions that contain a tertiary stereocenter can be predicted based on simple models. These models have been applied to highly stereoselective syntheses of tetrahydropyran derivatives that contain tertiary ethers (see scheme; RL, RS, and RN represent large, small, and nucleophilic groups, respectively).

    8. Cluster Compounds

      Metathesis Reaction of Hydrocarbyl Ligands across the Triruthenium Plane (pages 5898–5901)

      Atsushi Tahara, Mana Kajigaya, Makoto Moriya, Toshiro Takao and Hiroharu Suzuki

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201002235

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      Trains and boats and planes: The thermolysis of a triruthenium complex having μ3-pentylidyne and μ3-pentyne ligands on each face of the trimetallic plane exclusively afforded the μ3-ethylidyne-μ3-octyne complex. In this reaction, a C3 fragment migrated from one face of the Ru3 plane to the other. This corresponds to the selective redistribution of two C5 molecules into C2 and C8 molecules.

    9. Enzyme Inhibitors

      Identification of Thiazolidinones Spiro-Fused to Indolin-2-ones as Potent and Selective Inhibitors of the Mycobacterium tuberculosis Protein Tyrosine Phosphatase B (pages 5902–5905)

      Viktor V. Vintonyak, Karin Warburg, Holger Kruse, Stefan Grimme, Katja Hübel, Daniel Rauh and Herbert Waldmann

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201002138

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      The best of 40 000: Detailed structure–activity-relationship studies revealed key structural elements of indolin-2-on-3-spirothiazolidinones (see example) and their appropriate configuration for strong inhibitory activity against the pathophysiologically relevant title protein.

    10. Sapphyrin Derivatives

      Protonation-Induced Formation of a Stable Singlet Biradicaloid Derived from a Modified Sapphyrin Analogue (pages 5906–5909)

      Masatoshi Ishida, Satoru Karasawa, Hidemitsu Uno, Fumito Tani and Yoshinori Naruta

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.200907350

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      Acid does the trick: A novel 1,10-phenanthroline-embedded sapphyrin analogue 1 (see scheme; R=COOEt, Ar=p-tolyl) bearing meso alkylidenyl double bonds has been synthesized. Interestingly, the protonated form of 1 ([1⋅3 H]3+) exhibits singlet biradicaloid character.

    11. Time-Resolved Spectroscopy

      Picosecond Time-Resolved X-Ray Emission Spectroscopy: Ultrafast Spin-State Determination in an Iron Complex (pages 5910–5912)

      György Vankó, Pieter Glatzel, Van-Thai Pham, Rafael Abela, Daniel Grolimund, Camelia N. Borca, Steven L. Johnson, Christopher J. Milne and Christian Bressler

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201000844

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      Ultrafast spin probe: A short-lived transient species of light-excited [Fe(bpy)3]2+ (bpy=2,2′-bipyridine) shows geometry variations that correspond to excitation to a high-spin state, in which the spin momentum of FeII has now been directly determined to be S=2 by spin-sensitive ultrafast X-ray emission spectroscopy.

    12. Surface Chemistry

      Real-Space Investigation of Non-adiabatic CO2 Synthesis (pages 5913–5916)

      Heiko Gawronski, Michael Mehlhorn and Karina Morgenstern

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201001262

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      Cannonball run: Preparation of CO2 has been achieved with CO and O2 coadsorbed onto a Cu(111) surface by illumination with 40 fs pulses of laser light at 400 nm. The hot adatom mechanism that follows O2 dissociation leads to a cannonball trajectory of the product molecules and thus escape of CO2 from the reactant site to the bare terrace (see figure). It was thus demonstrated that non-adiabatic heterogeneous catalysis may be followed in real space.

    13. DNA Analysis

      Analysis of Short Tandem Repeats by Using SERS Monitoring and Electrochemical Melting (pages 5917–5920)

      Damion K. Corrigan, Nittaya Gale, Tom Brown and Philip N. Bartlett

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201001389

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      Take-away: Electrochemical melting with SERS detection on nanostructured electrodes was utilized to discriminate between DNA sequences with different numbers of the GATA short tandem repeat sequence (see diagram). The technique has unique advantages for incorporation into a field-operable DNA analysis device.

    14. Novel Polymerases

      Directed Evolution of DNA Polymerases for Next-Generation Sequencing (pages 5921–5924)

      Aaron M. Leconte, Maha P. Patel, Lauryn E. Sass, Peter McInerney, Mirna Jarosz, Li Kung, Jayson L. Bowers, Philip R. Buzby, J. William Efcavitch and Floyd E. Romesberg

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201001607

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      Speeding evolution: An activity-based phage display method was used to address the title application. A mutant of Taq DNA polymerase was identified (see scheme) that incorporates the fluorophore-labeled dA, dT, dC, and dG substrates 50 to 400-fold more efficiently into scarred primers in solution and that also demonstrates significantly improved performance under actual sequencing conditions.

    15. Natural Product Synthesis

      Total Synthesis of Dictyodendrin A and B (pages 5925–5929)

      Kentaro Okano, Hideto Fujiwara, Toshiharu Noji, Tohru Fukuyama and Hidetoshi Tokuyama

      Article first published online: 19 JUL 2010 | DOI: 10.1002/anie.201001966

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      In-do-line of fire: A highly efficient total synthesis of the title compounds features a novel benzyne-mediated one-pot indoline formation/cross-coupling sequence for the construction of a highly substituted key indoline intermediate. The peripheral substituents were then introduced onto the intermediate in a modular fashion to complete the total syntheses of dictyodendrin A and B.

    16. Phosphorus Mononitride

      Isolation of a Carbene-Stabilized Phosphorus Mononitride and Its Radical Cation (PN+.) (pages 5930–5933)

      Rei Kinjo, Bruno Donnadieu and Guy Bertrand

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201002889

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      Carbenes can do better than metals: Phosphorus mononitride transition-metal complexes have never been isolated, but a PN fragment capped by two bulky, strongly electron-releasing singlet carbenes can be prepared at room temperature (see picture; P red, N blue, C gray). The one-electron oxidation produced the corresponding stable radical cation.

    17. RNA-Aptamers

      Expanding the Concept of Chemically Programmable Antibodies to RNA Aptamers: Chemically Programmed Biotherapeutics (pages 5934–5937)

      Ulrich Wuellner, Julia I. Gavrilyuk and Carlos F. Barbas III

      Article first published online: 19 JUL 2010 | DOI: 10.1002/anie.201001736

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      Aptamer-programmed antibodies: An RNA aptamer was covalently attached to antibody 38C2 (see scheme) to provide an aptamer-programmed antibody with significantly higher affinity and improved pharmacokinetic properties compared to the parent aptamer. This strategy may provide a promising new class of immunotherapeutics that derive their specificity from nucleic acids.

    18. Biomarker Detection

      Ratiometric Fluorescent Detection of an Anthrax Biomarker at Molecular Printboards (pages 5938–5941)

      M. Deniz Yilmaz, Shu-Han Hsu, David N. Reinhoudt, Aldrik H. Velders and Jurriaan Huskens

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201000540

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      Sense and sense ability: A novel surface-assisted fluorescent sensing system has been developed for the ratiometric detection of the anthrax biomarker dipicolinic acid (DPA, black, see picture) on a molecular printboard. The system affords a nanomolar sensitivity and high selectivity towards DPA.

    19. Surface Chemistry

      Phototunable Diarylethene Microcrystalline Surfaces: Lotus and Petal Effects upon Wetting (pages 5942–5944)

      Kingo Uchida, Naoki Nishikawa, Norikazu Izumi, Seiji Yamazoe, Hiroyuki Mayama, Yuko Kojima, Satoshi Yokojima, Shinichiro Nakamura, Kaoru Tsujii and Masahiro Irie

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201000793

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      Don't get wet! The UV irradiation of a photochromic diarylethene microcrystalline film and its subsequent temperature treatment leads to the formation of water-repellant surfaces with different microstrucures. Depending on the microstructure, a water droplet will either roll off the surface (lotus effect) or stay pinned to it (petal effect; see picture).

    20. Sensors

      Chromogenic Detection of Nerve Agent Mimics by Mass Transport Control at the Surface of Bifunctionalized Silica Nanoparticles (pages 5945–5948)

      Estela Climent, Almudena Martí, Santiago Royo, Ramón Martínez-Máñez, M. Dolores Marcos, Félix Sancenón, Juan Soto, Ana M. Costero, Salvador Gil and Margarita Parra

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201001088

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      Limited access: Silica nanoparticles functionalized with alcohols and thiols have been used for the chromofluorogenic detection of nerve agent mimics. In the absence of the mimics, the thiol groups (yellow circles) react with squaraine dyes (blue diamonds) and result in the bleaching of the solution. In the presence of the mimics, the squaraine–thiol reaction is inhibited (see picture; red triangle=hydroxy, empty triangles=silicate, blue circle=nitrogen).

    21. Gas Sorption

      Controlled Reducibility of a Metal–Organic Framework with Coordinatively Unsaturated Sites for Preferential Gas Sorption (pages 5949–5952)

      Ji Woong Yoon, You-Kyong Seo, Young Kyu Hwang, Jong-San Chang, Hervé Leclerc, Stefan Wuttke, Philippe Bazin, Alexandre Vimont, Marco Daturi, Emily Bloch, Philip L. Llewellyn, Christian Serre, Patricia Horcajada, Jean-Marc Grenèche, Alirio E. Rodrigues and Gérard Férey

      Article first published online: 16 JUN 2010 | DOI: 10.1002/anie.201001230

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      Gas grabber: Reduction of the porous metal–organic framework MIL-100(Fe) (see picture; X: OH or F; red: O of trimesate ligands) to form coordinatively unsaturated sites at iron(II) (depicted as a violet circle) is essential for selective gas purification or the selective removal of unsaturated gas impurities.

    22. Imaging Mass Spectrometry

      Discrimination of Human Astrocytoma Subtypes by Lipid Analysis Using Desorption Electrospray Ionization Imaging Mass Spectrometry (pages 5953–5956)

      Livia S. Eberlin, Allison L. Dill, Alexandra J. Golby, Keith L. Ligon, Justin M. Wiseman, R. Graham Cooks and Nathalie Y. R. Agar

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201001452

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      Differentiation of human brain astrocytic tumor grades can be achieved by direct lipid analysis using desorption electrospray ionization mass spectrometry (DESI-MS). Distinctive lipid profiles are associated with the degree of malignancy, grades II, III, and IV (see picture).

    23. Quinone Methides

      Dynamic Cross-Linking Is Retained in Duplex DNA after Multiple Exchange of Strands (pages 5957–5960)

      Huan Wang and Steven E. Rokita

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201001597

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      Strands may come and go, but cross-linking is forever: Dynamic combinatorial chemistry can respond to changing environments, a characteristic that is now demonstrated with DNA cross-linking based on reversible alkylation of a quinone methide intermediate (see picture).

    24. Nanoparticle Catalysts

      Gold Nanoparticles Embedded in a Mesoporous Carbon Nitride Stabilizer for Highly Efficient Three-Component Coupling Reaction (pages 5961–5965)

      K. K. R. Datta, B. V. Subba Reddy, Katsuhiko Ariga and Ajayan Vinu

      Article first published online: 19 JUL 2010 | DOI: 10.1002/anie.201001699

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      Support with triple function: Au nanoparticles with sizes of less than 7 nm were fabricated in the channels of a mesoporous carbon nitride (MCN) support, which acts as a stabilizing, size-controlling, and reducing agent (see picture; Au NPs in green). The embedded, well-dispersed Au nanoparticles are a highly active, selective, and recyclable catalyst for the three-component coupling reaction of benzaldehyde, piperidine, and phenylacetylene for the synthesis of propargylamine.

    25. Water Splitting

      Quantum Dot Monolayer Sensitized ZnO Nanowire-Array Photoelectrodes: True Efficiency for Water Splitting (pages 5966–5969)

      Hao Ming Chen, Chih Kai Chen, Yu-Chuan Chang, Chi-Wen Tsai, Ru-Shi Liu, Shu-Fen Hu, Wen-Sheng Chang and Kuei-Hsien Chen

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201001827

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      A photoconversion efficiency of 1.83 % was observed for a photodevice based on ZnO nanowires sensitized with CdTe quantum dots (QDs; see picture; FTO=F-doped SnO2), which is more than 200 % greater than that of pristine ZnO nanowires. The presence of CdTe QDs on the surface of ZnO nanowires was confirmed by HRTEM and elemental mapping.

    26. Protein Identification

      Orthogonal Alkynyl Amino Acid Reporter for Selective Labeling of Bacterial Proteomes during Infection (pages 5970–5974)

      Markus Grammel, Mingzi M. Zhang and Howard C. Hang

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201002050

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      Bacterial proteins in the haystack: The alkynyl amino acid reporter AOA (see scheme) can be used to visualize and identify newly synthesized bacterial proteins during Salmonella infection of mammalian cells by the copper(I)-catalyzed azide–alkyne cycloaddition. This technique opens new opportunities for the system-wide analysis of bacterial pathogens.

    27. Host–Guest Systems

      Technetium-99 MAS NMR Spectroscopy of a Cationic Framework Material that Traps TcO4 Ions (pages 5975–5977)

      Ping Yu, Shuao Wang, Evgeny V. Alekseev, Wulf Depmeier, David T. Hobbs, Thomas E. Albrecht-Schmitt, Brian L. Phillips and William H. Casey

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201002646

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      No chance for technetium: 99Tc magic-angle spinning (MAS) NMR spectra show that TcO4 ions, which are generated by nuclear fission and can contaminate the environment, can be trapped within the channels and cavities of a cationic framework material (see picture). These spectra are among the first 99Tc MAS NMR spectra reported to date, and show that the TcO4 ions can be efficiently removed from simulated nuclear waste solutions.

    28. Carbon Capture

      Carbon Dioxide Capture by Superbase-Derived Protic Ionic Liquids (pages 5978–5981)

      Congmin Wang, Huimin Luo, De-en Jiang, Haoran Li and Sheng Dai

      Article first published online: 15 JUL 2010 | DOI: 10.1002/anie.201002641

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      CO2capture: Protic ionic liquids (PILs) from a superbase and fluorinated alcohol, imidazole, pyrrolinone, or phenol were designed to capture CO2 based on the reactivity of their anions to CO2. These PILs are capable of rapid and reversible capture of about one equivalent of CO2, which is superior to those sorption systems based on traditional aprotic ILs.

    29. Wieland Rearrangement

      Isomerization of Triphenylmethoxyl: The Wieland Free-Radical Rearrangement Revisited a Century Later (pages 5982–5985)

      Gino A. DiLabio, K. U. Ingold, Shuqiong Lin, Grzegorz Litwinienko, Olga Mozenson, Peter Mulder and Thomas T. Tidwell

      Article first published online: 29 JUL 2010 | DOI: 10.1002/anie.201001008

      Thumbnail image of graphical abstract

      Old wisdom teaches a new lesson: The rate constant for the isomerization of thermally generated triphenylmethoxyl to Ph2(PhO)C. has been determined both experimentally and by DFT calculations (see scheme), and the results vindicated Wieland′s 1911 observations and conclusions—in contrast to photochemically based findings.

    30. Aromatic Fluorination

      Synthesis of Aryl Fluorides on a Solid Support and in Solution by Utilizing a Fluorinated Solvent (pages 5986–5988)

      Marion Döbele, Sylvia Vanderheiden, Nicole Jung and Stefan Bräse

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201001507

      Thumbnail image of graphical abstract

      F for fast: The perfluorinated solvent C6F14 is the key to a new variant of the Balz–Schiemann reaction for the synthesis of fluorinated arenes. Triazenes are converted into fluoroarenes under mild conditions on a support and in solution (see scheme). The method is straightforward and inexpensive, and yields previously difficult-to-prepare fluoroarenes in high purity.

    31. Nonnatural Nucleobases

      2-Aminopurine Incorporation Perturbs the Dynamics and Structure of DNA (pages 5989–5992)

      André Dallmann, Lars Dehmel, Torben Peters, Clemens Mügge, Christian Griesinger, Jennifer Tuma and Nikolaus P. Ernsting

      Article first published online: 14 JUL 2010 | DOI: 10.1002/anie.201001312

      Thumbnail image of graphical abstract

      Vive la petite différence: 2-Aminopurine (2AP) induces small but detectable perturbations of the DNA helix. More significant are changes in the base-pair dynamics in the vicinity of 2AP. The differences have been characterized in NMR and UV spectroscopic studies on a 13-mer DNA double strand with either adenine (A) or 2AP in a central position.

    32. B[TRIPLE BOND]O Cyclization

      Cyclodimerization of an Oxoboryl Complex Induced by trans Ligand Abstraction (pages 5993–5996)

      Holger Braunschweig, Krzysztof Radacki and Achim Schneider

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201002300

      Thumbnail image of graphical abstract

      After the scattering comes the gathering: Abstracting the bromide ligand from the novel oxoboryl complex trans-[(Cy3P)2BrPt(B[TRIPLE BOND]O)] has dramatic consequences: instant cyclodimerization takes place, yielding an ionic compound. The cation has an unprecedented bridging dioxodiboretanediyl ligand (see picture).

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      Preview: Angew. Chem. Int. Ed. 35/2010 (page 6001)

      Article first published online: 31 JUL 2010 | DOI: 10.1002/anie.201090108

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