Angewandte Chemie International Edition in English

Cover image for Vol. 18 Issue 9

September 1979

Volume 18, Issue 9

Pages 641–704

Currently known as: Angewandte Chemie International Edition

    1. Cover Picture (Angew. Chem. Int. Ed. Engl. 9/1979)

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906411

    2. Graphical Abstract (Angew. Chem. Int. Ed. Engl. 9/1979)

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906412

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    1. August Kekulé—The Architect of Chemistry Commemorating the 150th Anniversary of His Birth (pages 641–651)

      Prof. Dr. Klaus Hafner

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906413

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      In his address at the “Benzene Festival” of the German Chemical Society held at Berlin in 1890, Kekulé said: “Our present view do not stand, as has often been alleged, on the ruins of earlier theories. None of the earlier theories has been recognized as completely wrong by later generations; divested of certain unpleasant ornaments, they could all be incorporated into the later edifice and form a harmonious whole”.

    2. Criteria for the Efficiency, Stability, and Capacity of Abiotic Photochemical Solar Energy Storage Systems (pages 652–662)

      Prof. Dr. Hans-Dieter Scharf, Prof. Dr. Jörg Fleischhauer, Dr. Hans Leismann, Dipl.-Chem. Ingrid Ressler, Dipl.-Chem. Wolf-gang Schleker and Dipl.-Chem. Robert Weitz

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906521

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      Harnessing of solar energy for production of “fuel” is possible in principle. For example, (1) norbornadiene, or NOCl are reversibly transformed on illumination into heigh-energy products whose stored energy can be recovered as heat. Newly developed criteria permit quantitative comparison of systems with regard to their suitability as storable and transportable “fuels”.

    3. Rates of Reactive Removal of Anthropogenic Emissions in the Atmosphere (pages 663–673)

      Prof. Dr. Heinz Georg Wagner and Dr. Reinhard Zellner

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906631

      Self-purification of the atmosphere by physical and chemical processes is still effective. In spite of atmospheric pollution by energy production, transport, and industry, the global levels of all emissions (except CO2) have not yet risen significantly above the natural background levels.

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  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    1. A New Bridging Mode of Carbon Disulfide in a Dinuclear Cobalt(I) Complex (pages 673–674)

      Dr. Claudio Bianchini, Dr. Carlo Mealli, Andrea Meli, Dr. Annabella Orlandini and Prof. Dr. Luigi Sacconi

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906731

      An unsymmetrical CS2 bridge between two Co atoms is found in the dication [(triphos)Co1(CS2)Co1(triphos)]2+. According to X-ray structure alalysis, one Co atome is π-bonded to a C[DOUBLE BOND]S group while the other one forms two σ-bonds to the two S atoms.

    2. Thermal “Walk”-Rearrangement in the Bicyclo[2.1.0]pent-2-ene System (pages 674–675)

      Doz. Dr. Frank-Gerrit Klärner and Dipl.-Chem. Friedhelm Adamsky

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906741

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      Rearrangements of bicyclopentenes have previously been examined mainly in connection with ring opening to give cyclopentadienes. Surprisingly, the thermal “walk” rearrangement (1a) [RIGHTWARDS ARROW] (2a) (X = Me, Y = CO2Me) already occurs at 0°C.

    3. A Synthetic Approach to the Isobacteriochlorin Macrocycle (pages 675–677)

      Dr. Franz-Peter Montforts, dipl.-Chem. Silvio Ofner, dipl.-Naturwiss. Vittorio Rasetti, Prof. Dr. Albert Eschenmoser, Dr. Wolf-Dietrich Woggon, Keith Jones and Prof. Dr. Alan R. Battersby

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906751

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      The first direct synthesis of an isobacteriochlorin, in model compound (3), has been achieved by combining the corrinoid A/B component (1) (R[DOUBLE BOND]CN or COOtBu) with the porphinoid partner (2) (R[DOUBLE BOND]Br). Isobacteriochlorins are of interest in connection with the biosynthesis of vitamin B12.

    4. 2,2,4,4,6,6-Hexamethylcyclotristannatellurane, a Sn3 Te3-Ring with C2-Symmetry (page 677)

      Dipl.-Chem. Axel Blecher and Prof. Dr. Martin Dräger

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906771

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      Alternate Sn and Te atoms make up the cyclic skeleton of (Me2SnTe)3, which has been synthesized by a new route and is the first SnIV[BOND]Te compound to have been subjected to X-ray structure determination. The crystals are found to contain both enantiomers (C2 symmetry); the Sn[BOND]Te bond length is 275(2) pm.

    5. Radical Complexes of Palladium and Platinum with Bisphosphane Derivatives of Maleic Anhydride (pages 677–678)

      Dr. Walter Bensmann and Priv.-Doz. Dr. Dieter Fenske

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906772

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      A novel redox reaction rather than a simple ligand exchange takes place in the reaction formulated below with M[DOUBLE BOND]pd or Pt and L = PPh3; the extremely sensitive products are to be regarded as M2+[(PP)]2. In contrast, Ni(CO)4 gives the stable Ni(PP)2.

    6. Novel Polycyclic Phosphanes and Arsanes: P11(SiMe3)3 and As7(SiMe3)3 (page 679)

      Prof. Dr. Hans Georg von Schnering, Priv.-Doz. Dr. Dieter Fenske, Dr. Wolfgang Hönle, Dr. Michael Binnewies and Dr. Karl Peters

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906791

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      The phosphorus and arsenic polycycles P11R3 and As7R3 (R[DOUBLE BOND]SiMe3), which can be prepared with surprising ease, may acquire importance as complexing agents. They are formed by reaction of an excess of Me3SiCl with pure Na3P11( or Cs3P11) and Rb3As7, respectively, in toluene.

    7. Synthesis, Resolution, and Characterization of an Aminophosphane Rotamer Pair (pages 679–680)

      Prof. Dr. Otto J. Scherer and Dipl.-Chem. Michael Püttmann

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906792

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      Free rotation about

      bonds is often purley fictitious. The first pair of rotamers containing this structural unit has now been resolved: (1a) and (1b) differ considerably: for example, they melt at 122 and 97–100°C, respectively.

    8. Mono- and Bis(η3-allylnickel) Derivatives of 1,8-Dihydroxyanthraquinone and of Some 1,3,5-Triketones (pages 681–682)

      Prof. Dr. Borislav Bogdanović and Dr. Miguel Yus

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906811

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      Two nickel atoms in close proximity and two η3-allyl groups bonded thereto are found in complexes of type (1) which have been synthesized from the triketones via their thallium salts. Complexes of this kinds might well have special catalytic properties.

    9. Bis(η3-allylnickel) 2,4,6-Heptanetrithionediate (pages 683–684)

      Prof. Dr. Borislav Bogdanović, Priv.-Doz. Dr. Carl Krüger and Dr. Oleg Kuzmin

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906831

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      The first organometallic derivative of a trithioketone, the nickel complex (1), has been prepared as shown below. Neither Ni[BOND]Ni nor S[BOND]S bonds are present in (1); the trithio ligand is distorted.

    10. An ortho-Palladated Complex of 2,5-Diphenyl-1,6,6aλ4-trithiapentalene (pages 684–685)

      Prof. Dr. Borislav Bogdanović, Priv.-Doz. Dr. Carl Krüger and Dr. Paolo Locatelli

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906841

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      Syntheses of complexes having several different metal atoms are possible with (1), which is obtained by ortho-palladation of trithiapentalene. (1) undergoes quantitative reaction with, e. g., MoCl5 to give [(1)·MoCl3]x, which has yet to be characterized in detail.

    11. Metal Complexes of Bredt Olefins: Synthesis and Structure of Bicyclo[4.2.1]non-1(8)-enebis(triphenylphosphane)platinum(0) (pages 685–686)

      Dr. Erich Stamm, Priv.-Doz. Dr. Konrad B. Becker, Priv.-Doz. Dr. Peter Engel, Dr. Otto Ermer and Prof. Dr. Reinhart Keese

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906851

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      Reversible stabilization of a Bredt olefin has been accomplished for the first time with a platinum(0) compound. In complex (3) (X-ray structure analysis) the olefin has the same conformation as free (2) (force field calculations). Treatment of the complex with CS2 regenerates isomer-free (2).

    12. Solubilizing Acid-Labile Peptide Protecting Groups (pages 686–687)

      Dipl.-Chem. Hermann Anzinger, Prof. Dr. Manfred Mutter and Prof. Dr. Ernst Bayer

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906861

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      Work with peptides can be facilitated by a new protecting group. It combines the structural characteristics and properties of triethylene glycol groups (solubilization) and tert-butyl groups (acid lability).

    13. Stereoselective Synthesis of Z-α,β-Unsaturated Aldehydes (page 687)

      Prof. Dr. Hans Jürgen Bestmann, Dipl.-Chem. Kurt Roth and Dr. Manfred Ettlinger

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906871

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      cis-α,β-Unsaturated aldehydes(2)—formerly accessible on a limited scale—can now be prepared by a general and largely stereoselective method.

    14. Synthesis of Allenes from Electrophilic Acetylenes via Novel Allenemanganese Complexes (pages 688–689)

      Prof. Dr. Michel Franck-Neumann and Francis Brion

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906881

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      The isomerization of readily accessible acetylenes to allenes can be accomplished as shown below. Surprisingly, allenes are stabilized by Mn complexes (MnL3[DOUBLE BOND](CH3C5H4)Mn(CO)2).

    15. Ring-Opening of Lactones and Cyclic Carbonates with Bromo- or Iodotrimethylsilane (pages 689–690)

      Dr. Hans R. Kricheldorf

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906891

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      An entry to α,ω-functionalized derivatives, e. g. the otherwise practically inaccessible ω-haloalkyl isocyanates (2), X = Br, I, is provided by the cleavage of lactones (1) with bromo- or iodotrimethylsilane.

    16. Experiments on the HOMO-LUMO Nature of Metal-Metal Bonds (pages 690–691)

      Dipl.-Chem. Harald Beurich, Dipl.-Chem. Thomas Madach, Dipl.-Chem. Felix Richter and Prof. Dr. Heinrich Vahrenkamp

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906901

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      Electrochemical, X-ray, and ESR studies on the metal-metal interaction in the clusters (1) and (2), R = C6H5, lead to consistent results and confirm the significant energetic separation of the M[BOND]M and the M[BOND]ligand bond.

    17. A New Synthesis of Carbonyl Selenide (page 691)

      Dr. Kiyoshi Kondo, Satoshi Yokoyama, Noritaka Miyoshi, Prof. Dr. Shinji Murai and Prof. Dr. Noboru Sonoda

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906911

      SeCO is obtained almost quantitatively from the selenolcarbamate (1), readily produced in situ, and sulfuric acid. Earlier procedures required high temperatures and complicated apparatus, and also gave only poor yields.

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    18. Reactions of Carbonyl Selenide with Amines and Aminoalcohols to Produce Ureas and Carbamates (page 692)

      Dr. Kiyoshi Kondo, Satoshi Yokoyama, Noritaka Miyoshi, Prof. Dr. Shinji Murai and Prof. Dr. Noboru Sonoda

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906921

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      The first reactions of organic compounds with SeCO have been performed with amines and amino alcohols. SeCO proved to be a carbonylation reagent.

    19. Existence of 1,2,3-Benzoxadiazole in the Gas Phase (pages 692–693)

      Reinhard Schulz and Prof. Dr. Armin Schweig

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906922

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      1,2,3-Benzoxadiazole (2)—the first 1,2,3-oxadiazole—is formed during evaporation of the valence isomer (1) with which it is shown by PE spectroscopy to coexist in equilibrium in the gas phase. The energy content of (2) is about 1 kcal/mol lower than that of (1).

    20. Tris(trichlorophosphoranediylamino)carbenium Hexachloroantimonate, [C(N[DOUBLE BOND]PCl3)3]+SbClmath image (pages 693–694)

      Prof. Dr. Ulrich Müller, Inge Lorenz and Fritjof Schmock

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906931

      The first photochemical reaction of the triazidocarbenium ion leads to a substituted guanidinium ion, in which the mutually equivalent bonds are shown to be practically equal in length by X-ray structure analysis.

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    21. Bonding in Bicyclo[1.1.0]butane Derivatives (pages 694–695)

      Prof. Dr. Hermann Irngartinger and Dipl.-Chem. Karl Ludwig Lukas

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906941

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      The unusual properties of the bridging bond in bicyclobutanes has been studied in the model compounds (1) to (3). A linear relationship has been found to exist between the length of this bond and the interplanar angle.

    22. [3+2]-Cycloadditions of Azoalkenes to Enamines—Criss-Cross Cycloadditions to Azoalkenes (pages 695–696)

      Dr. Sven Sommer

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906951

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      The exceptional behavior of diazadienes on cycloaddition—long known for azines([BOND]CH[DOUBLE BOND]N[BOND]N[DOUBLE BOND]CH[BOND])—has now also been established for azoalkenes. They react by [3+2]- and criss-cross cycloaddition to give (1) and (2).

    23. [4+2]-Cycloadditions of Azoalkenes to Azodicarbonyl Compounds. A Novel Facile Route to the 1,2,3,4-Tetrazine System (pages 696–697)

      Dr. Sven Sommer and Dr. Ulrich Schubert

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906961

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      A potential step in the direction of “aromatic” 1,2,3,4-tetrazine is seen in the synthesis of the first 1,2,3,6-tetrahydro-1,2,3,4-tetrazines (1). They were obtained from azoalkenes and azodicarboxylic esters. Formerly, only 1,4,5,6-tetrahydro derivatives were known which cannot be dehydrogenated.

    24. Abietospiran, the Triterpene from the Bark of the White Fir (Abies alba) (page 698)

      Prof. Wolfgang Steglich, Dr. Manfred Klaar, Dr. Lothar Zechlin and Dr. Hans Jürgen Hecht

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906981

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      The crystalline coating on the bark of the white fir—a conspicuous natural product isolable in large quantities—has only just been investigated. It proved to be the new triterpene abietospiran (1).

    25. Crystal Structure of Na3NO4 (pages 698–699)

      Dr. Martin Jansen

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906982

      NOmath image is the “smallest” tetrahedral oxoanion so far, as shown by X-ray structure analysis of painstakingly group (240 d) single crystals of Na3NO4. The N[BOND]O distances (139 pm) are shorter than expected (ca. 150 pm); the shortening can only be due to polar interactions superimposed on the single bond. In this way, the bond lengths in POmath image, SOmath image, or ClOmath image could also be explained without invoking pd-π bonding.

    26. Molecular Structure and Spectroscopic Properties of Kekulene (pages 699–701)

      Claus Krieger, Dr. Francois Diederich, Dr. Dieter Schweitzer and Prof. Dr. Heinz A. Staab

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197906991

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      Considerable bond localization has been detected in kekulene(1) by X-ray structure analysis: only every second ring is “aromatic”. This initially surprising result is in accord with various spectroscopic properties of (1).

    27. Cyclic Cleavage of Water into H2 and O2 by Visible Light with Coupled Redox Catalysts (pages 701–702)

      Dr. Kuppuswamy Kalyanasundaram and Prof. Dr. Michael Grätzel

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197907011

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      A complete system for cleavage of water by light (250-W lamp) comprises the catalysts Pt and RuO2 and the sensitizer Ru(bpy)math image as well as the acceptor methylviologen (MV2+). 150 ml of solution gave 0.6 ml of H2 and 0.3 ml of O2 in h.

  3. Book Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    1. Book Review: pH-Wert-Berechnungen. By C. Bliefert (pages 703–704)

      Hans Rudolf Christen

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197907033

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