Angewandte Chemie International Edition

Cover image for Vol. 49 Issue 4

January 18, 2010

Volume 49, Issue 4

Pages 643–819

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. News
    8. Book Review
    9. Highlights
    10. Review
    11. Communications
    12. Preview
    1. Cover Picture: A Crystal-Engineered Hydrogen-Bonded Octachloroperylene Diimide with a Twisted Core: An n-Channel Organic Semiconductor (Angew. Chem. Int. Ed. 4/2010) (page 643)

      Marcel Gsänger, Joon Hak Oh, Martin Könemann, Hans Wolfgang Höffken, Ana-Maria Krause, Zhenan Bao and Frank Würthner

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200906384

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      Molecular and crystal engineering rendered high-performance organic thin-film transistors (TFTs) based on a highly electron-poor octachloroperylene diimide (Cl8-PTCDI). In their Communication on page 740 ff., F. Würthner, Z. Bao, and co-workers report an intriguing supramolecular crystal engineering concept that directs two-dimensional π–π-stacked percolation paths for electron transport and affords TFTs with excellent mobilities and on-to-off current ratios under atmospheric conditions.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. News
    8. Book Review
    9. Highlights
    10. Review
    11. Communications
    12. Preview
    1. Inside Cover: Synthesis of [8]Cycloparaphenylene from a Square-Shaped Tetranuclear Platinum Complex (Angew. Chem. Int. Ed. 4/2010) (page 644)

      Shigeru Yamago, Yoshiki Watanabe and Takahiro Iwamoto

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200906851

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      From a square to a loop! In their Communication on page 757 ff., S. Yamago et al. describe the first synthesis of [8]cycloparaphenylene, which was achieved in three steps in 25 % overall yield from 4,4′-bis(trimethylstannyl)biphenyl and [PtCl2(cod)] (cod=1,5-cyclooctadiene) through a square-shaped platinum biphenyl intermediate. [8]cycloparaphenylene shows strong yellow-green fluorescence around 540 nm.

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. News
    8. Book Review
    9. Highlights
    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. News
    8. Book Review
    9. Highlights
    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. News
    8. Book Review
    9. Highlights
    10. Review
    11. Communications
    12. Preview
    1. Dawei Ma (page 666)

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200906674

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      “The most exciting thing about my research is observing unexpected but significantly important results. The biggest problem that scientists face is how to balance curiosity-driven research and applied research …” This and more about Dawei Ma can be found on page 666.

  6. News

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

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. News
    8. Book Review
    9. Highlights
    10. Review
    11. Communications
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    1. Nanoscience and Nanotechnology. Environmental and Health Impacts. Edited by Vicki H. Grassian. (page 668)

      Harald F. Krug

      Version of Record online: 13 JAN 2010 | DOI: 10.1002/anie.200905555

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      John Wiley & Sons, Hoboken 2008. 470 pp., hardcover € 89.90.—ISBN 978-0470081037

  8. Highlights

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

      The Oxyallyl Diradical: Observation of the Singlet and Triplet State by Negative-Ion Photoelectron Spectroscopy (pages 670–671)

      Holger F. Bettinger

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905482

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      A molecule on a slippery slope: Lineberger et al. finally managed to observe the oxyallyl diradical 1 using negative ion photoelectron spectroscopy. The singlet state of the oxyallyl diradical is lower in energy than the triplet and corresponds to the transition state for ring closure to cyclopropanone 2.

    2. Chiral Tetraphenylenes

      Asymmetric Synthesis of Chiral Tetraphenylenes (pages 672–674)

      Andrzej Rajca and Suchada Rajca

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200905421

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      Intriguing scaffolds: Tetraphenylenes with symmetry-breaking substitution have chiral π systems and extraordinarily high barriers for racemization. Their applications as building blocks for chiral materials and as ligands in asymmetric synthesis are hindered by the difficulty in obtaining the chiral tetraphenylene core. Rhodium-catalyzed [2+2+2] cycloadditions of triynes provide an effective alternative synthesis.

  9. Review

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Author Profile
    7. News
    8. Book Review
    9. Highlights
    10. Review
    11. Communications
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    1. α-Arylation

      Metal-Catalyzed α-Arylation of Carbonyl and Related Molecules: Novel Trends in C[BOND]C Bond Formation by C[BOND]H Bond Functionalization (pages 676–707)

      Carin C. C. Johansson and Thomas J. Colacot

      Version of Record online: 7 JAN 2010 | DOI: 10.1002/anie.200903424

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      A good alternative: The developments in the field of metal-catalyzed α-arylation of carbonyl compounds, such as ketones, esters, amides, dicarbonyl compounds, and nitriles are summarized and dicussed in this Review (see scheme). The focus is primarily on how the substrate range can be broadened through variation of the reaction conditions such as ligands, precatalysts, bases, and solvents.

  10. Communications

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

      Multiresponsive Reversible Gels Based on Charge-Driven Assembly (pages 708–711)

      Marc Lemmers, Joris Sprakel, Ilja K. Voets, Jasper van der Gucht and Martien A. Cohen Stuart

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905515

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      Linked in? Coassembly of an ABA triblock copolymer with charged end blocks and an oppositely charged polyelectrolyte yields gels that respond to changes in concentration, temperature, ionic strength, pH value, and charge composition. Above the critical gel concentration, the triblock copolymers bridge micelles, forming a sample-spanning transient network of interconnected micelles.

    2. Mechanochemistry

      Ion- and Liquid-Assisted Grinding: Improved Mechanochemical Synthesis of Metal–Organic Frameworks Reveals Salt Inclusion and Anion Templating (pages 712–715)

      Tomislav Friščić, David G. Reid, Ivan Halasz, Robin S. Stein, Robert E. Dinnebier and Melinda J. Duer

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200906583

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      Just a pinch of salt: Small amounts of salts accelerate and direct the mechanochemical construction of metal–organic frameworks (MOFs) from a metal oxide (see scheme; ILAG= ion- and liquid-assisted grinding). The resulting rapid and room-temperature synthesis demonstrates the ability to control mechanosynthesis of metal–organic compounds by templating, as well as the ability to use mechanochemistry to include ionic guests within neutral MOFs.

    3. Self-Assembly

      Highly Stable Pleated-Sheet Secondary Structure in Assemblies of Amphiphilic α/β-Peptides at the Air–Water Interface (pages 716–719)

      Shlomit Segman, Myung-ryul Lee, Vladimir Vaiser, Samuel H. Gellman and Hanna Rapaport

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200904566

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      A nice gathering at the interface: The de novo design and characterization of amphiphilic α/β-peptides, which form ordered two-dimensional assemblies at the air–water interface composed of oligomers in pleated conformation similar to β-sheets of α-peptides, is reported. The positioning of ionic side chains along the backbone can exert a profound effect on the propensity to self-assemble.

    4. Heme Proteins

      Determinants of Ligand Affinity and Heme Reactivity in H-NOX Domains (pages 720–723)

      Emily E. Weinert, Lars Plate, Charlotte A. Whited, Charles Olea Jr. and Michael A. Marletta

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200904799

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      O2balks at extra bulk: The introduction of distal-pocket bulk into the Thermoanaerobacter tengcongensis H-NOX (heme nitric oxide/oxygen) domain caused key changes in the protein structure. Rearrangement of the heme pocket resulted in dramatic differences in O2-binding kinetics and heme reactivity (see picture).

    5. Molecular Transportation

      A Polysaccharide-Based Container Transportation System Powered by Molecular Motors (pages 724–727)

      Youichi Tsuchiya, Tomotaka Komori, Minako Hirano, Tomohiro Shiraki, Akira Kakugo, Toru Ide, Jian-Ping Gong, Sunao Yamada, Toshio Yanagida and Seiji Shinkai

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200904909

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      A valuable cargo: Polysaccharides (β-1,3-glucans) act as a host compound to various nanomaterial cargoes such as single-walled carbon nanotubes. The cargo packed in the host container is transported on the rail (F-actin) by wheels and a molecular motor (myosin) attached to the container (see picture). This artificial system is inspired by a container transportation system based on the motion of vesicles in biological cells.

    6. Chiral Organosilanes

      Asymmetric Synthesis of Chiral Silacarboxylic Acids and Their Ester Derivatives (pages 728–731)

      Kazunobu Igawa, Naoto Kokan and Katsuhiko Tomooka

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200904922

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      Sila analogues: The first asymmetric synthesis of silacarboxylic acids with a stereogenic center at the silicon atom has been achieved from chiral nonracemic silanols, without loss of optical purity. Silacarboxylic acids can be converted into their corresponding esters using a Mitsunobu-type reaction.

    7. Solid-State Fluorescence

      Strong Two-Photon Excited Fluorescence and Stimulated Emission from an Organic Single Crystal of an Oligo(Phenylene Vinylene) (pages 732–735)

      Fei Gao, Qing Liao, Zhen-Zhen Xu, Yong-Hao Yue, Qiang Wang, Hao-Li Zhang and Hong-Bing Fu

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200905428

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      Low in, high out: Single crystals of a thiomethyl-terminated oligo(phenylene vinylene) exhibit unique photonic properties including strong anisotropic solid-state fluorescence (see depicted optical and fluorescence micrographs; arrows: polarization direction), high quantum yield, large two-photon absorption cross section, and stimulated emission, which make it a candidate for opto-electronic applications such as upconversion lasing.

    8. Proteomimetics

      Synthetic α-Helix Mimetics as Agonists and Antagonists of Islet Amyloid Polypeptide Aggregation (pages 736–739)

      Ishu Saraogi, James A. Hebda, Jorge Becerril, Lara A. Estroff, Andrew D. Miranker and Andrew D. Hamilton

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200901694

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      Split personality: A series of oligoamide-based helix mimetics bind to a complementary helical motif in Islet amyloid polypeptide (IAPP), a protein implicated in the pathology of type II diabetes. These compounds accelerated IAPP amyloid formation under lipid-free conditions, but inhibited it under lipid-catalyzed conditions. hIAPP=human IAPP.

    9. Organic Semiconductors

      A Crystal-Engineered Hydrogen-Bonded Octachloroperylene Diimide with a Twisted Core: An n-Channel Organic Semiconductor (pages 740–743)

      Marcel Gsänger, Joon Hak Oh, Martin Könemann, Hans Wolfgang Höffken, Ana-Maria Krause, Zhenan Bao and Frank Würthner

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904215

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      Twisted up: Perchlorination of perylene diimide afforded an exceptionally electron-poor organic semiconductor molecule (see picture; C black, Cl green, O red, N blue, H white) that crystallizes in an ideal brickstone arrangement with close π–π and chlorine–chlorine contacts. Vapor-deposited thin films of this molecule show excellent transistor performance, even in air (μ≈0.8 cm2 V−1 s−1, Ion/Ioff≈108).

    10. Synthetic Methods

      Catalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-Oxindoles (pages 744–747)

      Nadine V. Hanhan, Aziza H. Sahin, Toby W. Chang, James C. Fettinger and Annaliese K. Franz

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200904393

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      No more double trouble: The competing double-addition pathway was suppressed when chiral scandium(III) and indium(III) complexes were used to catalyze the addition of indoles and other π nucleophiles to N-alkylated and unprotected isatins (see picture). The resulting biologically relevant substituted 3-hydroxy-2-oxindoles were obtained in high yield with high enantioselectivity. Tf=trifluoromethanesulfonyl.

    11. DNA Nanostructures

      On the Chirality of Self-Assembled DNA Octahedra (pages 748–751)

      Yu He, Min Su, Ping-an Fang, Chuan Zhang, Alexander E. Ribbe, Wen Jiang and Chengde Mao

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200904513

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      Why not let things go skew-whiff? A rational approach was used to program the self-assembly of a DNA octahedron (see structure; the color gradient indicates the distance from the center of the octahedron). Detailed structural characterization revealed that the assembly of the nanoobjects was stereoselective (a view of a vertex is shown with the skewed cavity that provided a handle for determination of the chirality of the octahedra).

    12. Natural Products

      Substrate-Controlled Asymmetric Total Synthesis and Structure Revision of (+)-Itomanallene A (pages 752–756)

      Wonjang Jeong, Mi Jung Kim, Hyoungsu Kim, Sanghee Kim, Deukjoon Kim and Kye Jung Shin

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200905826

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      In control: The first asymmetric total synthesis of (+)-itomanallene A (revised structure) has been accomplished starting from commercially available (S)-glycidol in a substrate-controlled fashion. The approach yields α,α′-cis- or α,α′-trans-tetrahydrofuran isomers by intramolecular alkylation with either an amide enolate or a nitrile anion, respectively.

    13. Cyclophanes

      Synthesis of [8]Cycloparaphenylene from a Square-Shaped Tetranuclear Platinum Complex (pages 757–759)

      Shigeru Yamago, Yoshiki Watanabe and Takahiro Iwamoto

      Version of Record online: 14 DEC 2009 | DOI: 10.1002/anie.200905659

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      Square goes to loop: A selective synthesis of [8]cycloparaphenylene under mild and neutral reaction conditions was achieved in a small number of steps and in a high yield through the square-shaped platinum biphenyl intermediate 1. Compound 1 is the smallest cycloparaphenylene derivative synthesized to date.

    14. Quantum Dots

      Mechanistic Insights into the Formation of InP Quantum Dots (pages 760–762)

      Peter M. Allen, Brian J. Walker and Moungi G. Bawendi

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200905632

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      InP Kudos: The molecular mechanism of InP colloidal quantum dot (QD) syntheses was investigated by NMR spectroscopy. Unlike methods for monodisperse PbSe and CdSe, existing InP syntheses result in total depletion of molecular phosphorous species following nucleation, so QD growth is due exclusively to non-molecular ripening. Amines inhibit precursor depletion by solvation (see picture), contrary to previous reports.

    15. MOF Crystal Growth

      Time-Resolved In Situ Diffraction Study of the Solvothermal Crystallization of Some Prototypical Metal–Organic Frameworks (pages 763–766)

      Franck Millange, Manuela I. Medina, Nathalie Guillou, Gérard Férey, Kathryn M. Golden and Richard I. Walton

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905627

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      Inside story: In situ diffraction observations of the crystallization of metal–organic frameworks (MOFs) constructed from transition-metal ions and carboxylate ligands reveal that while some show classical nucleation-growth kinetics, others are formed via metastable transient phases (see picture).

    16. Dynamic Materials

      Autonomic Self-Healing of Hydrogel Thin Films (pages 767–771)

      Antoinette B. South and L. Andrew Lyon

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200906040

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      Soft yet strong: Colloidal hydrogel films, which are constructed using a layer-by-layer polyelectrolyte approach, are easily damaged by mechanical disruption, but can also autonomically heal (see picture). The healing event occurs within seconds once the film has been resolvated. The lability of the coulombic interactions between hydrogel particle and linear polymer plays a direct role in its ability to self-heal.

    17. Palladium Catalysis

      DHTP Ligands for the Highly Ortho-Selective, Palladium-Catalyzed Cross-Coupling of Dihaloarenes with Grignard Reagents: A Conformational Approach for Catalyst Improvement (pages 772–775)

      Shunpei Ishikawa and Kei Manabe

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905544

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      Palladium catalysts bearing dihydroxyterphenylphosphine ligands (such as 1) are reported for the ortho-selective cross-coupling of Grignard reagents and dihaloarenes. The second hydroxy group onto the terphenylphosphine ligand dramatically improved the catalytic efficiency and expanded the scope of the reaction.

    18. Lewis Superacid Catalysis

      N-Acyliminium Ion Chemistry: Highly Efficient and Versatile Carbon–Carbon Bond Formation by Nucleophilic Substitution of Hydroxy Groups Catalyzed by Sn(NTf2)4 (pages 776–780)

      Raja Ben Othman, Radouane Affani, Marie-José Tranchant, Sylvain Antoniotti, Vincent Dalla and Elisabet Duñach

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200906036

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      Atom-economical: Unmodified hemi-N,O-acetals are used in a catalytic, highly efficient α-amidoalkylation of a broad range of carbon-centered nucleophiles, including silicon-based components, active methylene derivatives, electron-rich arenes, and even simple ketones (see scheme). The reactions proceed in a highly efficient manner and typically require only 1 mol % of the Lewis superacidic reagent Sn(NTf2)4 as the catalyst.

    19. C[BOND]H Activation

      Room Temperature C[BOND]H Activation and Cross-Coupling of Aryl Ureas in Water (pages 781–784)

      Takashi Nishikata, Alexander R. Abela and Bruce H. Lipshutz

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200905967

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      Just mix in water 'n stir: Pd-catalyzed C[BOND]H activation/cross-couplings can be carried out at room temperature in water/surfactant mixtures. The combination of Pd(OAc)2 and HBF4 allowed for reactions of aryl ureas with aryl iodides under very mild conditions, using micellar catalysis (see scheme). This reaction is made possible by use of an in situ generated cationic palladium catalyst.

    20. Heterogeneous Catalysis

      Platinum Sintering on H-ZSM-5 Followed by Chemometrics of CO Adsorption and 2D Pressure-Jump IR Spectroscopy of Adsorbed Species (pages 785–789)

      Mickaël Rivallan, Etienne Seguin, Sébastien Thomas, Muriel Lepage, Nobuyuki Takagi, Hirohito Hirata and Frédéric Thibault-Starzyk

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905181

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      Jump to it! 2D IR pressure-jump spectroscopy of adsorbed CO can be used to assess the accessibility and location of platinum nanoparticles supported on a zeolite and investigate the behavior of Pt atoms after thermal treatment (activation, catalytic reaction, sintering). Different Pt nanoparticle sintering mechanisms were observed in the mesopores and on the external surface of the ZSM-5 support (see picture; HF=high and LF=low frequency).

    21. Water Disinfection

      A Toxic Disinfection By-product, 2,6-Dichloro-1,4-benzoquinone, Identified in Drinking Water (pages 790–792)

      Feng Qin, Yuan-Yuan Zhao, Yuli Zhao, Jessica M. Boyd, Wenjun Zhou and Xing-Fang Li

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200904934

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      Coming clean? Liquid chromatography–ESI tandem mass spectrometry is used to detect 2,6-dichloro-1,4-benzoquinone (see picture) in drinking water treated with chlorine or chloramine.

    22. Palladium Amido Complexes

      C(sp3)–N Bond-Forming Reductive Elimination of Amines: Reactions of Bisphosphine-Ligated Benzylpalladium(II) Diarylamido Complexes (pages 793–796)

      Seth L. Marquard, Devon C. Rosenfeld and John F. Hartwig

      Version of Record online: 18 DEC 2009 | DOI: 10.1002/anie.200904032

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      A rare event: The benzylpalladium amido complex 1 (Ar=napthyl) was used to study the mechanism of an unusual reductive elimination of amines (see scheme). The observed inversion of configuration is proposed to result from dissociation of the amido ligand, followed by nucleophilic attack on the benzylic carbon atom. binap=2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl, dppf=1,1′-bis(diphenylphosphanyl)ferrocene.

    23. Asymmetric Catalysis

      Highly Enantioselective Hydrophosphonylation of Aldehydes: Base-Enhanced Aluminum–salalen Catalysis (pages 797–799)

      Keitaro Suyama, Yoshifumi Sakai, Kazuhiro Matsumoto, Bunnai Saito and Tsutomu Katsuki

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905158

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      The dimethyl phosphonate hydrophosphonylation of conjugated- and non-conjugated aldehydes into their corresponding α-hydroxy phosphonates was achieved using chiral aluminum–salalen complex 1 (see scheme).

    24. X-ray Spectroscopy

      Direct Detection of Oxygen Ligation to the Mn4Ca Cluster of Photosystem II by X-ray Emission Spectroscopy (pages 800–803)

      Yulia Pushkar, Xi Long, Pieter Glatzel, Gary W. Brudvig, G. Charles Dismukes, Terrence J. Collins, Vittal K. Yachandra, Junko Yano and Uwe Bergmann

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905366

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      Seeing O: Mn Kβ2,5 and Kβ′′ X-ray emission spectra arise from transitions from the ligand 2s and 2p shells of the metal complexes to the metal 1s levels. In biological systems, it is difficult to specifically probe the O and N ligands. This spectroscopic technique is used to study the O ligands of the Mn4Ca cluster that catalyzes photosynthetic water splitting and allows direct detection for the first time of the bridging oxo groups of Mn.

    25. Synthetic Methods

      Regioselective Oxidative Cleavage of Benzylidene Acetals: Synthesis of α- and β-Benzoyloxy Carboxylic Acids (pages 804–807)

      Ponminor Senthil Kumar, Amit Banerjee and Sundarababu Baskaran

      Version of Record online: 28 DEC 2009 | DOI: 10.1002/anie.200905952

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      Ruthenium has twice the fun: The synthetic potential of the highly regio- and stereoselective title reaction, which relies on two oxidative cleavage steps promoted by RuCl3 in combination with NaIO4 (see example; Bz=benzoyl), was demonstrated with the synthesis of biologically active cis-(2R,3S)-3-hydroxypipecolic acid from D-glucose.

    26. Heterogeneous Catalysis

      Effects of Partial Confinement on the Specificity of Monomolecular Alkane Reactions for Acid Sites in Side Pockets of Mordenite (pages 808–811)

      Rajamani Gounder and Enrique Iglesia

      Version of Record online: 16 DEC 2009 | DOI: 10.1002/anie.200905869

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      Catalytic specificity of side pockets: Monomolecular reactions with higher activation energies—dehydrogenation of linear alkanes (n-butane: blue) and cracking of branched alkanes (isobutane: green)—show a stronger preference for acid sites located within eight-membered ring (8-MR) side pockets in mordenite, where reactants and transition states can only be partially confined. Partial confinement leads to higher entropies and lower free energies for ion pairs at late monomolecular transition states.

    27. Fullerenes

      Saturnene Revealed: X-ray Crystal Structure of D5d-C60F20 Formed in Reactions of C60 with AxMFy Fluorinating Agents (A=Alkali Metal; M=3d Metal) (pages 812–815)

      Natalia B. Shustova, Zoran Mazej, Yu-Sheng Chen, Alexey A. Popov, Steven H. Strauss and Olga V. Boltalina

      Version of Record online: 29 DEC 2009 | DOI: 10.1002/anie.200905832

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      Saturnene has four moons: Reactions of C60 with ternary metal fluorides yielded fluorofullerenes from C60F2 to C60F48, including elusive saturnene, C60F20, which has now been characterized by X-ray crystallography. Four benzene molecules “hover” over this D5d molecule at the corners of a square inscribed in the idealized body-centered-cubic unit cell (see structure; F yellow). The tight unit-cell packing explains the very low solubility of saturnene.

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    11. Communications
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      Version of Record online: 13 JAN 2010 | DOI: 10.1002/anie.201090005

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