Angewandte Chemie International Edition

Cover image for Vol. 47 Issue 30

July 14, 2008

Volume 47, Issue 30

Pages 5475–5673

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
    12. Communications
    13. Preview
    1. Cover Picture: Facile and Rapid One-Step Mass Preparation of Quantum-Dot Barcodes (Angew. Chem. Int. Ed. 30/2008) (page 5475)

      Sébastien Fournier-Bidoz, Travis L. Jennings, Jesse M. Klostranec, Winnie Fung, Alex Rhee, David Li and Warren C. W. Chan

      Version of Record online: 9 JUL 2008 | DOI: 10.1002/anie.200890144

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      Quantum-dot barcodes … are prepared by a new concentration-controlled flow-focusing process. As described by W. C. W. Chan and co-workers in the Communication on page 5577 ff., different intensities of quantum dots with different emission wavelengths are used to encode the barcodes. The one-step preparation process produces robust barcodes that can be used in multiplexed detection of protein and genetic markers.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
    12. Communications
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    1. Inside Cover: Chemical Tags Facilitate the Sensing of Individual DNA Strands with Nanopores (Angew. Chem. Int. Ed. 30/2008) (page 5476)

      Nick Mitchell and Stefan Howorka

      Version of Record online: 9 JUL 2008 | DOI: 10.1002/anie.200890145

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      Chemical tags help detect separate bases in individual DNA strands, as demonstrated by S. Howorka and N. Mitchell in the Communication on page 5565 ff. In the sensing strategy, a single DNA strand is threaded through a “nanotunnel”. Owing to their larger diameter, individual bases with attached chemical tags are slowed at the narrow constriction. The pattern of modified and unmodified bases gives rise to a characteristic current signal for the DNA. The picture was prepared by Hugh Martin.

  3. Graphical Abstract

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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
    12. Communications
    13. Preview
  4. Corrigendum

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
    12. Communications
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    1. You have free access to this content
      Catalytic Three-Component Ugi Reaction (page 5490)

      Subhas Chandra Pan and Benjamin List

      Version of Record online: 9 JUL 2008 | DOI: 10.1002/anie.200890147

      This article corrects:

      Catalytic Three-Component Ugi Reaction1

      Vol. 47, Issue 19, 3622–3625, Version of Record online: 28 MAR 2008

  5. News

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

    1. Top of page
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    4. Graphical Abstract
    5. Corrigendum
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    1. Stereochemistry at Bürgenstock: Chemical Biology and Organic Synthesis in Focus (pages 5496–5499)

      Christian P. R. Hackenberger, Hermann A. Wegner and Andreas Zumbuehl

      Version of Record online: 11 JUL 2008 | DOI: 10.1002/anie.200802643

  7. Book Review

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
    12. Communications
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  8. Highlights

    1. Top of page
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    4. Graphical Abstract
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    6. News
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    1. The Joy and Challenge of Small Rings Metathesis (pages 5504–5507)

      Karol Grela

      Version of Record online: 13 JUN 2008 | DOI: 10.1002/anie.200801575

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      Lord of the (Small) Rings: Metathetical opening (ROM/CM) of strained three- and four-membered rings is a well-established transformation that has been used in numerous total syntheses and in the preparation of polymers. Although small cyclic products generally cannot be easily formed by ring-closing metathesis (RCM), the recent preparation of substituted cyclobutenes by 1,5-enyne RCM is a notable example of the formation of a strained four-membered ring by olefin metathesis.

    2. Record Hard Magnets: Glauber Dynamics Are Key (pages 5508–5510)

      Roberta Sessoli

      Version of Record online: 24 JUN 2008 | DOI: 10.1002/anie.200801549

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      A molecular magnet comprising cobalt(II) ions and nitronyl-nitroxide radicals has a large coercivity at low temperature that makes it comparable to the hardest commercial alloy-based magnets. The one-dimensional character of the material, with very strong and anisotropic exchange interactions along the chains, seems responsible for the dramatic slowing of the magnetization dynamics.

  9. Minireview

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    1. Catalytic Reduction of Dinitrogen to Ammonia by Molybdenum: Theory versus Experiment (pages 5512–5522)

      Richard R. Schrock

      Version of Record online: 9 JUN 2008 | DOI: 10.1002/anie.200705246

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      One small step… In the laboratory, dinitrogen can be catalytically reduced to NH3 with molybdenum complexes. Current findings from theoretical and experimental studies on the molybdenum triamidoamine complex shown give an insight into the complicated but nevertheless important reaction mechanism.

  10. Review

    1. Top of page
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    4. Graphical Abstract
    5. Corrigendum
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    10. Minireview
    11. Review
    12. Communications
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    1. Semiconductor Wires and Ribbons for High- Performance Flexible Electronics (pages 5524–5542)

      Alfred J. Baca, Jong-Hyun Ahn, Yugang Sun, Matthew A. Meitl, Etienne Menard, Hoon-Sik Kim, Won Mook Choi, Dae-Hyeong Kim, Young Huang and John A. Rogers

      Version of Record online: 10 JUL 2008 | DOI: 10.1002/anie.200703238

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      Large-area electronics that offer mechanical flexibility or stretchability are promising for many emerging areas of application. Micro- to nanoscale semiconductor elements, in the form of wires, ribbons, membranes, and related structures, can serve as building blocks for these systems. A silicon-based flexible electrical circuit is shown as an example.

  11. Communications

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Meeting Review
    8. Book Review
    9. Highlights
    10. Minireview
    11. Review
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    1. An Integrated Self-Assembled Nanofluidic System for Controlled Biological Chemistries (pages 5544–5549)

      Pierre-Yves Bolinger, Dimitrios Stamou and Horst Vogel

      Version of Record online: 9 JUL 2008 | DOI: 10.1002/anie.200801606

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      Consecutive enzymatic reactions are executed by mixing attoliter volumes (released from nanometer-sized lipid vesicles) in a closed femtoliter reactor vessel (a larger unilamellar vesicle), thus controlling the number of reactants with single-molecule precision. The autonomous nanoreactors need no external interfacing such as outlets or inlets, allowing for extreme miniaturization.

    2. Ultrafast X-Ray Solution Scattering Reveals an Unknown Reaction Intermediate in the Photolysis of [Ru3(CO)12] (pages 5550–5553)

      Qingyu Kong, Jae Hyuk Lee, Anton Plech, Michael Wulff, Hyotcherl Ihee and Michel H. J. Koch

      Version of Record online: 18 JUN 2008 | DOI: 10.1002/anie.200801153

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      A matter of technique: Time-resolved X-ray scattering was used to probe the photolysis of [Ru3(CO)12] in cyclohexane, and a new intermediate was identified besides the two μ-CO intermediates known from ultrafast IR spectroscopy (see scheme). The major and hitherto undetected intermediate contains only terminal CO and thus escaped detection by IR spectroscopy based on absorption bands of bridging CO.

    3. Self-Assembly of Fibers and Nanorings from Disulfide-Linked Helix–Loop–Helix Polypeptides (pages 5554–5556)

      Daniel Aili, Feng-I Tai, Karin Enander, Lars Baltzer and Bo Liedberg

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801155

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      Joining the fold: Micrometer-long and nanometer-thin fibers of four-helix bundles are formed by the folding-mediated assembly of disulfide-linked helix–loop–helix polypeptides (see picture). Fibers form both as a result of heteroassociation at neutral pH and homoassociation at acidic pH values. The heteroassociated fibers also assemble into nanorings with a diameter up to 5 μm.

    4. Macrocyclic Hexaoxazoles as Sequence- and Mode-Selective G-Quadruplex Binders (pages 5557–5560)

      Masayuki Tera, Hiromichi Ishizuka, Motoki Takagi, Masami Suganuma, Kazuo Shin-ya and Kazuo Nagasawa

      Version of Record online: 18 JUN 2008 | DOI: 10.1002/anie.200801235

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      In a bind: Macrocyclic hexaoxazole G-quadruplex binders with cationic side chains have been synthesized that are selective for the telo24 DNA sequence, and strongly stabilize telo24 in the antiparallel form (see picture). These compounds also showed potent telomerase-inhibitory activity in both cell-free and cell-based assay systems.

    5. Orbital Compatibility in the Condensation of Polyhedral Boranes (pages 5561–5564)

      Oottikkal Shameema and Eluvathingal D. Jemmis

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801295

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      Little and large is preferred to little and little or large and large in the condensation of polyhedral boranes (see picture) due to better orbital compatibility. The stability of the condensed structure increases with increasing difference in the number of vertices of the individual polyhedra of a macropolyhedron. The relative energies of isomers of macropolyhedral structures can be explained by this concept.

    6. Chemical Tags Facilitate the Sensing of Individual DNA Strands with Nanopores (pages 5565–5568)

      Nick Mitchell and Stefan Howorka

      Version of Record online: 13 JUN 2008 | DOI: 10.1002/anie.200800183

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      The base resolution in the detection of single DNA strands with nanopores can be improved by attaching chemical tags to individual bases. Different chemical tags give rise to characteristic current signatures when a DNA molecule passes through a nanopore (see picture). This sequence-specific sensing with modified DNA is independent of pore engineering and can potentially be applied to analyze nucleic acids with a wide range of solid-state nanopores.

    7. Bridging One Helical Turn in Double-Stranded DNA by Templated Dimerization of Molecular Rods (pages 5569–5572)

      Casper S. Andersen, Hao Yan and Kurt V. Gothelf

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200800819

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      A molecular bridge: A molecular rod composed of a substituted oligo(phenylene ethynylene) backbone with salicylaldehyde moieties in the terminal positions was conjugated to short 10-base-pair DNA sequences (shown in red). The assembly of two such conjugates on a DNA template (blue) aligns the two molecules for reaction in the presence of ethylenediamine and a metal salt to form a metal–salen complex.

    8. A Facile One-Pot Construction of Supramolecular Polymer Micelles from α-Cyclodextrin and Poly(ε-caprolactone) (pages 5573–5576)

      Haiqing Dong, Yongyong Li, Shaojun Cai, Renxi Zhuo, Xianzheng Zhang and Lijian Liu

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200800952

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      A matter of control: A method has been developed for the construction of supramolecular polymer micelles (SMPMs) from α-cyclodextrin (α-CD) and poly(ε-caprolactone) (PCL) by controlling the intermolecular hydrogen bonds between CDs (see scheme). These micelles show great potential for use as drug carriers, templates for the synthesis of inorganic nanoparticles, and nanoreactors.

    9. Facile and Rapid One-Step Mass Preparation of Quantum-Dot Barcodes (pages 5577–5581)

      Sébastien Fournier-Bidoz, Travis L. Jennings, Jesse M. Klostranec, Winnie Fung, Alex Rhee, David Li and Warren C. W. Chan

      Version of Record online: 9 JUL 2008 | DOI: 10.1002/anie.200800409

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      Barcoding made easy: Quantum-dot-based barcodes were synthesized using a new concentration-controlled flow-focusing process. This one-step method yields robust barcodes that outperform current technologies and can be used in multiplexed detection of protein and genetic markers.

    10. Phosphonium- and Borate-Bridged Zwitterionic Ladder Stilbene and Its Extended Analogues (pages 5582–5585)

      Aiko Fukazawa, Hiroshi Yamada and Shigehiro Yamaguchi

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801834

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      A rung up: A polar and rigid stilbene with phosphonium and borate bridging moieties was synthesized by the spontaneous cyclization of a boryl- and phosphanyl-substituted diphenylacetylene (see picture). Various extended ladder π-conjugated molecules can be synthesized in this manner. The zwitterionic moiety significantly modulates the electronic structure, thus leading to attractive fluorescence and redox properties.

    11. Polyimido Uranium(IV) Clusters: Imidometalates with an M73-N)62-N)6 Core Analogous to the Anderson-Type Polyoxometalate Motif (pages 5586–5589)

      Jean-Claude Berthet, Pierre Thuéry and Michel Ephritikhine

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801420

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      NU clusters: Novel imido uranium(IV) clusters involving four or seven metal centers have been obtained from the reaction of UCl4 and [{PhNMg(thf)}6] in thf or pyridine (see core structure; U yellow, N purple, Cl green, O red). The aggregation is strongly dependent on the nature of the solvent.

    12. Screening Potential Antitumor Agents from Natural Plant Extracts by G-Quadruplex Recognition and NMR Methods (pages 5590–5592)

      Qiuju Zhou, Lin Li, Junfeng Xiang, Yalin Tang, Hong Zhang, Shu Yang, Qian Li, Qianfan Yang and Guangzhi Xu

      Version of Record online: 18 JUN 2008 | DOI: 10.1002/anie.200800913

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      Weeding out ligands: Rapid screening of G-quadruplex ligands in plant extracts is achieved by the combination of G-quadruplex recognition (see picture) with 1H NMR spectroscopy, diffusion-ordered spectroscopy (DOSY), and 2D NMR techniques. The method has a low detection limit and allows the structures of the ligands to be identified.

    13. Highly Enantioselective Zinc/Binol-Catalyzed Alkynylation of N-Sulfonyl Aldimines (pages 5593–5596)

      Gonzalo Blay, Luz Cardona, Estela Climent and José R. Pedro

      Version of Record online: 18 JUN 2008 | DOI: 10.1002/anie.200801020

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      It all adds up with zinc: Terminal alkynes react with N-tosyl aldimines in the presence of dimethylzinc and binol-type ligands to give to N-tosyl-protected propargylic amines with good yields and high enantiomeric excesses (up to more than 99 %; see scheme).

    14. A Tale of Two Isomers (Continued): Is the Phenyl Hydride Complex of Chromium More Stable than Its Benzene-Bridged Isomer? (pages 5597–5599)

      Marc Bénard, Marie-Madeleine Rohmer, Xavier López and Klaus H. Theopold

      Version of Record online: 18 JUN 2008 | DOI: 10.1002/anie.200801032

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      Weighing in: DFT calculations suggest that the recently characterized phenyl hydride bridged complex of chromium (see picture, left; Cr red, N blue, C dark gray, H light gray) is more stable than its inverse sandwich isomer (right), thus providing a simple, though unexpected explanation to the high stability of the former compound.

    15. Regioselective Hydroxysulfenylation of α,β-Unsaturated Imines: Enhanced Stability of an Intermediate Radical (pages 5600–5604)

      Masafumi Ueda, Hideto Miyabe, Hidenori Shimizu, Hisako Sugino, Okiko Miyata and Takeaki Naito

      Version of Record online: 13 JUN 2008 | DOI: 10.1002/anie.200801041

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      That's radical! A radical hydroxysulfenylation reaction of α,β-unsaturated imines to give β-hydroxysulfides with high regioselectivity has been developed (see scheme). The introduction of the imino group enhances the stability of the intermediate radical and reduces the ability of organoboranes to act as radical trapping reagents. Bn=benzyl.

    16. Synthesis of Lead Chalcogenide Alloy and Core–Shell Nanowires (pages 5605–5608)

      Taleb Mokari, Susan E. Habas, Minjuan Zhang and Peidong Yang

      Version of Record online: 13 JUN 2008 | DOI: 10.1002/anie.200801162

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      Getting the grip on wires: Lead chalcogenide heterostructures, including alloy and core–shell nanowires were achieved by solution phase synthesis (see HRTEM image of a PbSe–PbTe core–shell nanowire). Structural control was gained by changing the growth parameters. The new heterostructures have a potential to provide better thermoelectric materials compared to the pure PbSe nanowires.

    17. Polyoxometalate-Mediated Self-Assembly of Single-Molecule Magnets: {[XW9O34]2[MnIII4MnII2O4(H2O)4]}12− (pages 5609–5612)

      Chris Ritchie, Alan Ferguson, Hiroyuki Nojiri, Haralampos N. Miras, Yu-Fei Song, De-Liang Long, Eric Burkholder, Mark Murrie, Paul Kögerler, Euan K. Brechin and Leroy Cronin

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801281

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      Last night of the POMs: The title compound (X=GeIV) exhibits slow relaxation of magnetization and quantum tunneling with a single-molecule magnetic behavior. Significant structural differences in the [MnIII4MnII2O4(H2O)4]8+ cluster core of the X=SiIV analogue modify the magnetic properties, thereby illustrating how polyoxometalate (POM) ligands can help in the systematic construction of nanoscale magnets.

    18. The Fluorenone Imines of Glycine Esters and Their Phosphonic Acid Analogues (pages 5613–5615)

      Shū Kobayashi, Ryo Yazaki, Kazutaka Seki and Yasuhiro Yamashita

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801322

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      Much more reactive than the corresponding benzophenone imines, which have often been used in the synthesis of α-amino acids, the title compounds undergo Mannich-type reactions with imines in the presence of a catalytic amount of a base to afford α,β-diamino acid and α,β-diaminophosphonic acid derivatives with high syn diastereoselectivity (see scheme). An asymmetric version of the reaction is also described. Boc=tert-butoxycarbonyl.

    19. A Channel-Free Soft-Walled Capsular Calixarene Solid for Gas Adsorption (pages 5616–5618)

      Gennady S. Ananchenko, Igor L. Moudrakovski, Anthony W. Coleman and John A. Ripmeester

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200800071

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      A very good host: The crystalline capsular structure of para-octanoylcalix[4]arene (see picture) is a promising adsorbent for saturated and unsaturated hydrocarbons, polarizable inert gases, and for carbon dioxide. The constant movement of acyl chains creates the effect of “soft cavity walls” in the calixarene capsule and allows gas adsorption even without permanent channels.

    20. Treatment of CrVI-Containing Mg(OH)2 Nanowaste (pages 5619–5622)

      Weizhen Liu, Feng Huang, Yiqun Liao, Jing Zhang, Guoqiang Ren, Zangyong Zhuang, Jinsheng Zhen, Zhang Lin and Chen Wang

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200800172

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      Don't waste it! The treatment of Mg(OH)2 nanowaste containing CrVI with NaHCO3+Na2CO3 as mineralizer converts this nanowaste into a nontoxic bulk material and a concentrated solution containing the heavy metal in a two-step process involving desorption of the CrVI and the rapid growth of nanocrystals for complete separation from CrVI (see picture).

    21. Enantioselective Synthesis of α-Aryl Alkylamines by Rh-Catalyzed Addition Reactions of Arylboronic Acids to Aliphatic Imines (pages 5623–5626)

      Mónica Trincado and Jonathan A. Ellman

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801137

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      Aliphatic imines take center stage: The first enantioselective catalytic addition of arylboronic acids to branched and unbranched N-tosyl- and N-diphenylphosphinoyl aliphatic imines has been developed with selectivities of up to 98 % ee (see scheme; acac=acetylacetonate, coe=cyclooctene, (R,R)-deguphos=(R,R)-1-benzyl-3,4-bis(diphenylphosphino)pyrrolidine).

    22. Self-Assembled Monolayers of Compact Phosphanes with Alkanethiolate Pendant Groups: Remarkable Reusability and Substrate Selectivity in Rh Catalysis (pages 5627–5630)

      Kenji Hara, Ryuto Akiyama, Satoru Takakusagi, Kohei Uosaki, Toru Yoshino, Hiroyuki Kagi and Masaya Sawamura

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200800884

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      Selective surface: A self-assembled monolayer consisting of a compact trialkylphosphane with an alkanethiolate pendant group was prepared on a gold surface. The rhodium complex of this system (see picture) showed high catalytic activity and reusability for the dehydrogenative silylation of alkanols, as well as unique selectivity for primary over secondary alcohols.

    23. Synthesis and Reactions of the Pestalotiopsin Skeleton (pages 5631–5633)

      Thomas M. Baker, David J. Edmonds, Deborah Hamilton, Christopher J. O'Brien and David J. Procter

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801900

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      Family ties: The pestalotiopsin framework has been constructed by using a SmI2-mediated cyclization and a Nozaki–Hiyama–Kishi coupling to construct the four- and nine-membered rings of the target, respectively. The first synthetic entry into the previously unexplored taedolidol family of natural products has been achieved through a stereoselective, acid-mediated cyclization of the pestalotiopsin skeleton.

    24. The [Ti12Nb6O44]10− Ion—A New Type of Polyoxometalate Structure (pages 5634–5636)

      C. André Ohlin, Eric M. Villa, James C. Fettinger and William H. Casey

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801883

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      An extraordinarily useful cluster to detail reaction pathways in water might have been obtained in form of [N(CH3)4]10[Ti12Nb6O44], a polyoxometalate with a central cavity. This compound is soluble in a range of solvents and has been characterized by ESI mass spectrometry and X-ray crystallography (see picture; [1]=[Ti12Nb6O44]10−).

    25. Intergrowth Structure of Zeolite Crystals and Pore Orientation of Individual Subunits Revealed by Electron Backscatter Diffraction/Focused Ion Beam Experiments (pages 5637–5640)

      Eli Stavitski, Martyn R. Drury, D. A. Matthijs de Winter, Marianne H. F. Kox and Bert M. Weckhuysen

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801433

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      The two-component model of coffin-shaped intergrown crystals of zeolite ZSM-5 has been verified by a combination of electron backscattering diffraction and focused ion beam milling (see picture), which respectively revealed the orientation of the channel system in the individual subunits of the crystal and allowed these building blocks to be visualized.

    26. Enantioselective Protonation Catalyzed by a Chiral Bicyclic Guanidine Derivative (pages 5641–5645)

      Dasheng Leow, Shishi Lin, Santhosh Kumar Chittimalla, Xiao Fu and Choon-Hong Tan

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801378

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      Simple is beautiful: The guanidine derivative 1 catalyzes a tandem conjugate addition–enantioselective protonation reaction of phthalimidoacrylates with thiols (see scheme) and itaconimides with phosphine oxides. Optically pure analogues of cysteine and cystine were obtained in this way. In highly enantioselective deuteration reactions, a small but significant kinetic isotope effect was observed. R=aryl, benzhydryl; R1–R4=H, Me, Cl, F.

    27. Self-Assembled Bifunctional Catalysis Induced by Metal Coordination Interactions: An Exceptionally Efficient Approach to Enantioselective Hydrophosphonylation (pages 5646–5649)

      Fei Yang, Dongbing Zhao, Jingbo Lan, Peihua Xi, Li Yang, Shuhuai Xiang and Jingsong You

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801766

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      Cost effective: Bifunctional catalysts derived from commercially available chiral substituted binols and cinchona alkaloids with Ti(OiPr)4 by spontaneous metal–organic coordination (see picture) promote the asymmetric hydrophosphonylation of aldehydes in up to 99 % yield and greater than 99 % ee. The experimental conditions are capable of tolerating a relatively wide scope of substrates even in the presence of only 2.5 mol % of catalyst.

    28. A Linear, Anionic Dimetalloborylene Complex (pages 5650–5653)

      Holger Braunschweig, Michael Burzler, Rian D. Dewhurst and Krzysztof Radacki

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801848

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      A boryl anion with a Mn-imum of fuss: The reduction of 1 with lithium sand yielded the first anionic dimetalloborylene complex 2, which is totally separated from its counter cation [Li(dme)3]+ (dme=1,2-dimethoxyethane). The anion reacts with MeI to give the corresponding methylborylene complex [{(η5-C5H4Me)(OC)2Mn}2(μ-BMe)].

    29. Mineralization Routes to Polyphosphides: Cu2P20 and Cu5InP16 (pages 5654–5657)

      Stefan Lange, Melanie Bawohl, Richard Weihrich and Tom Nilges

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200705540

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      Mineralization chemistry: Cu2P20 and Cu5InP16 were synthesized by a mineralization reaction from the elements and binary starting materials. Cu2P20 is the first representative retaining the structural features of violet or fibrous phosphorus in a binary compound (see picture). Cu5InP16 displays a previously unseen layered polyphosphide substructure built up of six-membered rings connected via four phosphorus bridges.

    30. Norcorrole: Observation of the Smallest Porphyrin Variant with a N4 Core (pages 5658–5660)

      Martin Bröring, Silke Köhler and Christian Kleeberg

      Version of Record online: 20 JUN 2008 | DOI: 10.1002/anie.200801196

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      A newborn member of the porphyrin family, the porphyrin(1.0.1.0) called norcorrole (shown in the center of the picture), was detected as an unexpected product of a spontaneous oxidative macrocyclization reaction of the iodidoiron(III) complex of 2,2′-bidipyrrin. It fills a gap in the family of contracted porphyrinoid variants and shows reactivity consistent with earlier DFT calculations.

    31. Asymmetric Brønsted Acid Catalyzed Isoindoline Synthesis: Enhancement of Enantiomeric Ratio by Stereoablative Kinetic Resolution (pages 5661–5665)

      Dieter Enders, Arun A. Narine, Fabien Toulgoat and Tom Bisschops

      Version of Record online: 23 JUN 2008 | DOI: 10.1002/anie.200801354

      Thumbnail image of graphical abstract

      Improving with time: The first catalytic asymmetric synthesis of chiral 1,3-disubstituted isoindolines is based on a Brønsted acid catalyzed one-pot reaction consisting of a Friedel–Crafts reaction and a base-catalyzed aza-Michael addition (see scheme). The enantiomeric ratio of the product significantly increases with reaction time as a result of a Brønsted acid catalyzed stereoablative kinetic resolution, which occurs in tandem to the first step.

    32. Controlled Cell Adhesion on PEG-Based Switchable Surfaces (pages 5666–5668)

      Erik Wischerhoff, Katja Uhlig, Andreas Lankenau, Hans G. Börner, André Laschewsky, Claus Duschl and Jean-François Lutz

      Version of Record online: 11 JUN 2008 | DOI: 10.1002/anie.200801202

      Thumbnail image of graphical abstract

      A wash and brush up: Thermoresponsive and biocompatible oligo(ethylene glycol)-based copolymers enable the control of cell adhesion on planar gold substrates. While at physiological temperature, the polymer brushes are collapsed and enable fibroblast adhesion and cultivation, at room temperature, the now hydrated oligo(ethylene glycol) segments become cell-repellent, thus allowing cell harvesting under mild conditions (see scheme).

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