Angewandte Chemie International Edition

Cover image for Vol. 46 Issue 6

January 29, 2007

Volume 46, Issue 6

Pages 807–989

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Book Review
    7. Highlights
    8. Review
    9. Communications
    10. Preview
    1. Cover Picture: Efficient Iron/Copper Co-Catalyzed Arylation of Nitrogen Nucleophiles (Angew. Chem. Int. Ed. 6/2007) (page 807)

      Marc Taillefer, Ning Xia and Armelle Ouali

      Version of Record online: 22 JAN 2007 | DOI: 10.1002/anie.200790013

      C[BOND]N bond formation is important in numerous syntheses throughout the chemical, pharmaceutical, and materials industries. In their Communication on page 934 ff., M. Taillefer et al. describe an example of cooperative bimetallic catalysis with Fe and Cu that allows C[BOND]N coupling between nitrogen nucleophiles and aryl halides (see cover picture). The commercial availability, low cost, experimental simplicity, and environmental friendliness of the system are factors that favor its adaptation for industrial application.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Book Review
    7. Highlights
    8. Review
    9. Communications
    10. Preview
    1. Inside Cover: The Structures and Optical Spectra of Hydrated Transplutonium Ions in the Solid State and in Solution (Angew. Chem. Int. Ed. 6/2007) (page 808)

      Patric Lindqvist-Reis, Christos Apostolidis, Jean Rebizant, Alfred Morgenstern, Reinhardt Klenze, Olaf Walter, Thomas Fanghänel and Richard G. Haire

      Version of Record online: 22 JAN 2007 | DOI: 10.1002/anie.200790014

      The coordination geometries of the aqua ions of AmIII and CmIII are strikingly similar to those of the highly symmetric nona-hydrated species in their triflate salts [M(H2O)9](CF3SO3)3. These findings are supported by single-crystal X-ray diffraction, EXAFS, and optical spectroscopy and are discussed by P. Lindqvist-Reis and co-workers in their Communication on page 919ff. The picture shows the characteristic orange luminescence from CmIII in aqueous solution and in the triflate salt, together with the molecular structure of the salt.

  3. Graphical Abstract

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

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

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Book Review
    7. Highlights
    8. Review
    9. Communications
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    1. Linking Chemistry and Biology for the Study of Protein Function (pages 826–829)

      Daniel Rauh and Herbert Waldmann

      Version of Record online: 29 DEC 2006 | DOI: 10.1002/anie.200602979

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      Chop and change: Techniques that combine chemistry and biology for the modification of proteins have proved themselves to be a good means to study protein function. Expressed protein ligation (EPL), with the help of preparative amounts of phospholated tyrosinephosphotases, prenylated variants of Rab-GTPase Ypt1, biochemically characterized the influence of phosphorylation on the function of phosphatases (see picture; blue: phosphatase; orange: synthetic peptide).

    2. Azide-Analogous Organophosphorus Chemistry: RNP2 as a Ligand and P2 Source (pages 830–832)

      Lothar Weber

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200604106

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      A P2-transfer agent: The niobium complex 1 contains the ligand η2-P[DOUBLE BOND]P[DOUBLE BOND]NMes*, which can be considered as a diphosphorus-substituted organic azide (Mes*=2,4,6-tBu3C6H2, Np=CH2C(CH3)3, Ar=3,5-Me2C6H3). The P2 unit released upon thermolysis of 1 is cleanly transferred to 1,3-cyclohexadiene, giving the tetracycle 2.

  7. Review

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Book Review
    7. Highlights
    8. Review
    9. Communications
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    1. Palladium-Based Catalytic Systems for the Synthesis of Conjugated Enynes by Sonogashira Reactions and Related Alkynylations (pages 834–871)

      Henri Doucet and Jean-Cyrille Hierso

      Version of Record online: 22 JAN 2007 | DOI: 10.1002/anie.200602761

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      Direct alkynylation of C(sp2) halides or corresponding substrates with terminal alkynes, both in homogeneous and heterogeneous phases, can be achieved by the highly efficient palladium catalyst systems described in this Review. Recycling methods, ligand-free systems, innovative coupling partners, and new activation processes are also discussed.

  8. Communications

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Book Review
    7. Highlights
    8. Review
    9. Communications
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    1. Click Assembly of 1,2,3-Triazole-Linked Dendrimers, Including Ferrocenyl Dendrimers, Which Sense Both Oxo Anions and Metal Cations (pages 872–877)

      Cátia Ornelas, Jaime Ruiz Aranzaes, Eric Cloutet, Sandra Alves and Didier Astruc

      Version of Record online: 10 OCT 2006 | DOI: 10.1002/anie.200602858

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      Clickety click: Click dendrimers, including the first click metallodendrimers, are synthesized in the presence of a stoichiometric amount of copper(I). The 1,2,3-triazolylferrocenyl dendrimers (see picture) are selective electrochemical sensors for both transition-metal cations and oxo anions.

    2. Countercurrent Laminar Microflow for Highly Efficient Solvent Extraction (pages 878–880)

      Arata Aota, Masaki Nonaka, Akihide Hibara and Takehiko Kitamori

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200600122

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      By modifying the walls of a glass microchannel so that one side is hydrophilic and the other hydrophobic, countercurrent laminar flow of an organic phase relative to an aqueous phase is effected (see picture). This system is applied to the efficient extraction of a cobalt complex from toluene into water.

    3. Photomechanical Effects of Ferroelectric Liquid-Crystalline Elastomers Containing Azobenzene Chromophores (pages 881–883)

      Yanlei Yu, Taketo Maeda, Jun-ichi Mamiya and Tomiki Ikeda

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603053

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      Bending over backwards: Ferroelectric liquid-crystalline (LC) elastomer films with a high LC order and low glass transition temperature bend when irradiated with light (see picture). At 366 nm the films bend toward the actinic light source along the alignment direction of the mesogens, and they recover their initial flat state after exposure to visible light. The mechanical force generated by photoirradiation reaches about 220 kPa.

    4. “Spin Tweaking” of a High-Spin Molecule: An Mn25 Single-Molecule Magnet with an S=61/2 Ground State (pages 884–888)

      Theocharis C. Stamatatos, Khalil A. Abboud, Wolfgang Wernsdorfer and George Christou

      Version of Record online: 19 DEC 2006 | DOI: 10.1002/anie.200603254

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      Spin doctoring: The already high spin of S=51/2 of a Mn25 complex has been pushed even higher, by approximately 20 %, to S=61/2 by targeted substitution of the azide ligands with an N,O-chelating group. This significant adjustment, or tweaking, of the spin suggests the general possibility that a given type of complicated, high-nuclearity, high-spin molecule can exhibit differing ground states by appropriate modification of the peripheral ligation.

    5. A Flexible Porous Coordination Polymer Functionalized by Unsaturated Metal Clusters (pages 889–892)

      Jie-Peng Zhang, Satoshi Horike and Susumu Kitagawa

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603270

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      Smart pores: A 3D coordination polymer [Ag2(Me4bpz)] (H2Me4bpz=3,3′,5,5′-tetramethyl-4,4′-bipyrazole) can not only reversibly adsorb and desorb CO2 and N2 (see picture: Ag pink, C gray, O red N blue) but also benzene and toluene despite its aperture being too small for these molecules. The host framework simultaneously expands some cavities and shrinks others to accommodate different aggregates of the arene molecules.

    6. Quadruple-Channel Sensing: A Molecular Sensor with a Single Type of Receptor Site for Selective and Quantitative Multi-Ion Analysis (pages 893–896)

      Michael Schmittel and Heng-Wei Lin

      Version of Record online: 14 DEC 2006 | DOI: 10.1002/anie.200603362

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      All together now: A “lab on a molecule” for selective and quantitative multi-ion analysis was established. The ruthenium complex, which contains only a single type of recognition site, is a chemosensor for Pb2+, Hg2+, and Cu2+ ions by using quadruple-channel detection (UV/Vis, luminescence, electrogenerated chemiluminescence, and cyclic voltammetry).

    7. A Bridging Double Bond as an Electron Acceptor for Optical Nonlinearity of Furan-Containing [n.2]Cyclophenes (pages 897–900)

      Hsin-Chieh Lin, Wei-Yu Lin, Hao-Tien Bai, Jia-Hong Chen, Bih-Yaw Jin and Tien-Yau Luh

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603557

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      All in the twist: Unusually large Stokes shifts and nonlinear optical properties are exhibited by furan-containing teraryl cyclophene derivatives (see picture). These cyclophenes have neither particularly strong electron-donating nor electron-withdrawing groups and have low polarity. DFT calculations have shown that the unusual photophysical properties are dictated by twisted π systems in the teraryl systems and the bridging double bond.

    8. Differential Analysis of 2D NMR Spectra: New Natural Products from a Pilot-Scale Fungal Extract Library (pages 901–904)

      Frank C. Schroeder, Donna M. Gibson, Alice C. L. Churchill, Punchapat Sojikul, Eric J. Wursthorn, Stuart B. Krasnoff and Jon Clardy

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603821

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      A 3D look at 2D spectra: Two previously unreported indole alkaloids could be rapidly identified from a library of unfractionated fungal extracts by using a newly developed protocol for the differential analysis of arrays of 2D NMR spectra (see picture). The technique thus represents an effective tool for the non-discriminatory characterization of secondary-metabolite mixtures.

    9. Modulation of Characteristics of a Ruthenium-Coordinated Flavin Analogue That Shows an Unusual Coordination Mode (pages 905–908)

      Soushi Miyazaki, Kei Ohkubo, Takahiko Kojima and Shunichi Fukuzumi

      Version of Record online: 3 JAN 2007 | DOI: 10.1002/anie.200604028

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      Hallohallo! A ruthenium(II) complex (1) with the flavin analogue alloxazine (H2allo) has revealed that the ligand anion (Hallo) forms a four-membered chelate ring. This unprecedented coordination mode of Hallo allows it to form hydrogen bonds with a complementary receptor (e.g. 2), allowing the effects of hydrogen bonding on the redox behavior and electronic structure of a ruthenium-bound Hallo radical to be studied.

    10. Preparation of Substituted Cyclopentadienes through Platinum(II)-Catalyzed Cyclization of 1,2,4-Trienes (pages 909–911)

      Hideaki Funami, Hiroyuki Kusama and Nobuharu Iwasawa

      Version of Record online: 19 DEC 2006 | DOI: 10.1002/anie.200603986

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      A pinch of platinum… Platinum(II)-catalyzed cyclization of 1,2,4-trienes proceeds under mild conditions to give well-defined, highly substituted cyclopentadienes in good yield. The reaction was confirmed to proceed through α,β-unsaturated platinum–carbene complex intermediates (see scheme).

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      Gold(I)-Catalyzed Synthesis of Functionalized Cyclopentadienes (pages 912–914)

      Jun Hee Lee and F. Dean Toste

      Version of Record online: 14 DEC 2006 | DOI: 10.1002/anie.200604006

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      . ‥ or a touch of gold: Electrocyclization of the pentadienyl cation produced on coordination of cationic phosphinegold(I) to vinyl allenes results in the regioselective formation of highly functionalized cyclopentadienes. The regioselectivity of the reaction is consistent with an intramolecular 1,2-hydrogen shift of a gold(I)–carbenoid intermediate (see scheme).

    12. Strategies for the Synthesis of Fusicoccanes by Nazarov Reactions of Dolabelladienones: Total Synthesis of (+)-Fusicoauritone (pages 915–918)

      David R. Williams, Leslie A. Robinson, C. Richard Nevill and Jayachandra P. Reddy

      Version of Record online: 15 DEC 2006 | DOI: 10.1002/anie.200603853

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      Attaining closure: A synthetic pathway leading to (+)-fusicoauritone (1) is highlighted by the use of a Julia condensation for preparation of an eleven-membered-dolabelladienone precursor for subsequent Nazarov cyclization to yield the 5-8-5 tricyclic diterpene skeleton.

    13. The Structures and Optical Spectra of Hydrated Transplutonium Ions in the Solid State and in Solution (pages 919–922)

      Patric Lindqvist-Reis, Christos Apostolidis, Jean Rebizant, Alfred Morgenstern, Reinhardt Klenze, Olaf Walter, Thomas Fanghänel and Richard G. Haire

      Version of Record online: 3 JAN 2007 | DOI: 10.1002/anie.200603947

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      Stable nine-coordination: X-ray diffraction reveals highly symmetrical [M(H2O)9]3+ entities for the actinides americium and curium in single crystals of their triflate salts (see picture, yellow M, red O). Comparison of absorption spectra in solution confirm that these transplutonium ions are large enough to remain ninefold coordinated also in aqueous solution.

    14. Functionalized Carbon–Silicates from Caramel–Sepiolite Nanocomposites (pages 923–925)

      Almudena Gómez-Avilés, Margarita Darder, Pilar Aranda and Eduardo Ruiz-Hitzky

      Version of Record online: 8 DEC 2006 | DOI: 10.1002/anie.200603802

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      Hybrid compounds that are electrical conductors and can recognize ions are prepared from a carbohydrate (sucrose) and a fibrous magnesium silicate (sepiolite). Microwave and conventional heating convert these starting materials into carbonaceous nanocomposites, which can be functionalized by treatment with organosilanes, such as (3-aminopropyl)trimethoxysilane (see picture).

    15. Origin of Chemoselectivity of TMP Zincate Bases and Differences between TMP Zincate and Alkyl Lithium Reagents: A DFT Study on Model Systems (pages 926–929)

      Masanobu Uchiyama, Yotaro Matsumoto, Shinya Usui, Yuichi Hashimoto and Keiji Morokuma

      Version of Record online: 14 DEC 2006 | DOI: 10.1002/anie.200602664

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      Transition-state structures of the type illustrated were found to be crucial in determining whether directed ortho-metalation (DoM) or 1,2-addition occurs in the reaction of benzonitrile or methyl benzoate with Me2Zn(TMP)Li or (MeLi)2. The origin of the high chemoselectivity of the reaction was investigated. TMP=2,2,6,6-tetramethylpiperidide.

    16. Self-Assembly of Organocatalysts: Fine-Tuning Organocatalytic Reactions (pages 930–933)

      Matthew L. Clarke and José A. Fuentes

      Version of Record online: 15 DEC 2006 | DOI: 10.1002/anie.200602912

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      A cat. with two tales: Hydrogen-bonding interactions between achiral pyridinone additives and unselective chiral proline-derived organocatalysts (see picture) result in highly effective catalysts for the Michael addition of nitroalkenes to ketones. In the absence of an additive the reaction is unselective and the product is obtained in about 15 % ee, while the same product is obtained with up to 94 % ee in the presence of an additive.

    17. Efficient Iron/Copper Co-Catalyzed Arylation of Nitrogen Nucleophiles (pages 934–936)

      Marc Taillefer, Ning Xia and Armelle Ouali

      Version of Record online: 22 DEC 2006 | DOI: 10.1002/anie.200603173

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      An ideal pair: Various substituted aryl halides react under mild conditions with nitrogen heterocycles in the presence of catalytic amounts of [Fe(acac)3] (acac=acetylacetonate) and copper salts to give the corresponding cross-coupling products in high yields (see scheme). This cheap and environmentally friendly co-catalyst system is the first example of cooperative Fe/Cu catalysis in this type of N[BOND]C bond formation.

    18. Chiral Dendralenes for Rapid Access to Enantiomerically Pure Polycycles (pages 937–940)

      Natalie A. Miller, Anthony C. Willis, Michael N. Paddon-Row and Michael S. Sherburn

      Version of Record online: 15 DEC 2006 | DOI: 10.1002/anie.200603335

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      On a short fuse: Highly stereoselective and atom-efficient domino Diels–Alder/lactonization/Diels–Alder sequences can be carried out using simple chiral [3]dendralenes to form fused-ring systems. This short and general approach to cross-conjugated systems promotes the rapid assembly of enantiomerically pure polycyclic ring systems common to biologically interesting terpenoids with virtually complete stereocontrol (see scheme).

    19. A Solid-Phase Route to 18F-Labeled Tracers, Exemplified by the Synthesis of [18F]2-Fluoro-2-deoxy-D-glucose (pages 941–944)

      Lynda J. Brown, Denis R. Bouvet, Sue Champion, Alex M. Gibson, Yulai Hu, Alex Jackson, Imtiaz Khan, Nianchun Ma, Nicholas Millot, Harry Wadsworth and Richard C. D. Brown

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603394

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      Scintillating synthesis: 18F-Containing radiopharmaceuticals can be prepared by using [18F]fluoride ions to displace a sulfonate linker and release a radiotracer from a solid support (see scheme; EOM=ethoxymethyl). The method has allowed the synthesis of the widely used imaging agent [18F]fluoro-2-deoxy-D-glucose in good radiochemical yield and with high chemical purity.

    20. Site Isolation and Epoxidation Reactivity of a Templated Ferrous Bis(phenanthroline) Site in Porous Silica (pages 945–947)

      Tracy J. Terry, Geraud Dubois, Andrew Murphy and T. Daniel P. Stack

      Version of Record online: 5 JAN 2007 | DOI: 10.1002/anie.200603423

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      Teaching an old ligand new tricks: Attachment of a CuI–bis(phenanthroline) complex to mesoporous silica and metal exchange create site-isolated FeII–bis(phenanthroline) complexes which efficiently epoxidize terminal olefins with peracetic acid (see scheme). This strategy side-steps the formation of a FeII–tris(phenanthroline) complex, which predominates in solution.

    21. Dynamic Combinatorial Resolution: Direct Asymmetric Lipase-Mediated Screening of a Dynamic Nitroaldol Library (pages 948–950)

      Pornrapee Vongvilai, Marcus Angelin, Rikard Larsson and Olof Ramström

      Version of Record online: 15 DEC 2006 | DOI: 10.1002/anie.200603740

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      A disturbance in the library: The nitroaldol (Henry) reaction was developed as an efficient C[BOND]C bond-forming route to dynamic combinatorial libraries (DCLs). These DCLs generated under thermodynamic control were coupled in a one-pot process with kinetically controlled lipase-mediated transesterification (see scheme). The asymmetric resolution of the DCLs by the enzyme led to enantiomerically pure β-nitroacetates in high yield.

    22. Synthesis and Electrochemical Properties of Fullerene-Rich Nanoclusters Synthesized by Cobalt-Catalyzed Cyclotrimerization of Bis(aryl)alkyne Fullerodendrimers (pages 951–954)

      Uwe Hahn, Emmanuel Maisonhaute, Christian Amatore and Jean-François Nierengarten

      Version of Record online: 19 DEC 2006 | DOI: 10.1002/anie.200603765

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      A lot of balls: Up to 24 C60 units were assembled around a hexaphenylbenzene core by cobalt-catalyzed cyclotrimerization of bis(aryl)alkyne fullerodendrimers (see scheme). Electrochemical investigations reveal that interactions between C60 units within a single dendrimer molecule are extremely efficient.

    23. Enantioselective Desymmetrization of meso Epoxides with Anilines Catalyzed by a Niobium Complex of a Chiral Multidentate Binol Derivative (pages 955–957)

      Kenzo Arai, Matthew M. Salter, Yasuhiro Yamashita and Shū Kobayashi

      Version of Record online: 18 DEC 2006 | DOI: 10.1002/anie.200603787

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      Molecular recognition in the desymmetrization of meso epoxides with anilines is displayed by a Lewis acid catalyst formed from niobium(V) methoxide and a novel tetradentate binol derivative. The catalyst has a remarkable ability to distinguish between different meso epoxides (see scheme) and also efficiently mediates the ring opening of unsymmetrically disubstituted epoxides with high chemo- and stereoselectivity.

    24. Molecular 2:1 Digital Multiplexer (pages 958–961)

      Joakim Andréasson, Stephen D. Straight, Subhajit Bandyopadhyay, Reginald H. Mitchell, Thomas A. Moore, Ana L. Moore and Devens Gust

      Version of Record online: 20 DEC 2006 | DOI: 10.1002/anie.200603856

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      Two into one: A porphyrin linked to two photochromic moieties performs as a 2:1 digital multiplexer (MUX). It takes heat and red light as the two inputs (in 1 and in 2), and a third switchable input (green light, sel) selects whether the output (porphyrin fluorescence) reports the state of in 1 or in 2. Each photochromic moiety may be independently photoisomerized to isomers that quench the porphyrin fluorescence.

    25. Selective Extraction of Peptides from Human Plasma by Highly Ordered Mesoporous Silica Particles for Peptidome Analysis (pages 962–965)

      Ruijun Tian, He Zhang, Mingliang Ye, Xiaogang Jiang, Lianghai Hu, Xin Li, Xinhe Bao and Hanfa Zou

      Version of Record online: 13 DEC 2006 | DOI: 10.1002/anie.200603917

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      Pores for effect: Silica particles with a pore size of 20.5 Å (see TEM image) are effective for enriching peptides in human plasma over a wide range of molecular weights from 1 to 12 kDa, while repelling most other plasma proteins outside. The pore structure of the material makes it superior for peptide enrichment compared to adsorbent- and ultrafiltration-based methods.

    26. From Spherical to Osmotically Shrunken Paramagnetic Liposomes: An Improved Generation of LIPOCEST MRI Agents with Highly Shifted Water Protons (pages 966–968)

      Enzo Terreno, Claudia Cabella, Carla Carrera, Daniela Delli Castelli, Roberta Mazzon, Simona Rollet, Joseph Stancanello, Massimo Visigalli and Silvio Aime

      Version of Record online: 14 DEC 2006 | DOI: 10.1002/anie.200604027

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      Honey, I shrunk the … The chemical shift of intraliposomal water protons of LIPOCEST MRI agents may be enhanced by exploiting a contribution arising from bulk magnetic susceptibility. The effect was attained by osmotically shrinking liposomes to attain nonspherical compartments, with the largest shifts observed for systems containing paramagnetic Tm or Dy complexes either entrapped in the inner cavity or incorporated in the liposome membrane (see picture).

    27. A Self-Assembling Peptide Polynanoreactor (pages 969–972)

      Maxim G. Ryadnov

      Version of Record online: 13 DEC 2006 | DOI: 10.1002/anie.200604014

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      What goes on within: A mesoscopic nanoporous dendrimer-like assembly of peptides hosts numerous nanometer-sized cavities that function as encapsulating sites. As an example, the assembly amplifies a single silver nanoparticle into many discrete nanoparticles of uniform size, and thus it acts as a polynanoreactor (see picture).

    28. A Terminal Nitride-to-Phosphide Conversion Sequence Followed by Tungsten Phosphide Functionalization Using a Diphenylphosphenium Synthon (pages 973–976)

      Alexander R. Fox, Christopher R. Clough, Nicholas A. Piro and Christopher C. Cummins

      Version of Record online: 9 JAN 2007 | DOI: 10.1002/anie.200604736

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      Ligands lost, ligands gained: A terminal tungsten nitride is converted into the corresponding terminal tungsten phosphide by a one-pot sequence of atom-transfer reactions (see scheme). The phosphide complex is subsequently functionalized by treatment with a phosphorus-based electrophile. The resulting phosphorus-rich complex displays P[BOND]P multiple-bonding character.

    29. Catalytic Asymmetric Synthesis of Tertiary Alkyl Chlorides (pages 977–979)

      Elaine C. Lee, Kevin M. McCauley and Gregory C. Fu

      Version of Record online: 9 JAN 2007 | DOI: 10.1002/anie.200604312

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      Ketenes are coupled with 2,2,6,6-tetrachlorocyclohexanone in a catalytic asymmetric method for the synthesis of tertiary α-chloroesters (see scheme). This complements recent progress in the generation of secondary α-halocarbonyl compounds.

    30. Does Cob(II)alamin Act as a Conductor in Coenzyme B12 Dependent Mutases? (pages 980–983)

      Pawel M. Kozlowski, Takashi Kamachi, Tetsuo Toraya and Kazunari Yoshizawa

      Version of Record online: 15 DEC 2006 | DOI: 10.1002/anie.200602977

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      To conduct a concert of Co[BOND]C bond cleavage and subsequent H-atom abstraction may be the role of cob(II)alamin in coenzyme B12 dependent mutases (see picture, Ado=adenosyl). Evidence is presented on the basis of DFT analysis that these reactions are concerted and that the radicals generated during the catalytic process are stabilized by the presence of corrin.

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    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
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    6. Book Review
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    8. Review
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      Preview: Angew. Chem. Int. Ed. 7/2007 (page 989)

      Version of Record online: 22 JAN 2007 | DOI: 10.1002/anie.200790016

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