Angewandte Chemie International Edition in English

Cover image for Vol. 16 Issue 4

April 1977

Volume 16, Issue 4

Pages 205–272

Currently known as: Angewandte Chemie International Edition

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. Utilization of Microbes—Modern Developments in Biological Technology (pages 205–213)

      Dr. Paul Präve

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702053

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      Production of single cell protein (SCP) is a recent development in biottechnology. The product consists of microoganisms rich inlipids or protein which can be cultured on cellulose, petroleum, or methanol, and is suitable for use as animla feed.

    2. Secondary and Tertiary Structure of Polysaccharides in Solutions and Gels (pages 214–224)

      Dr. David A. Rees and Mrs. E. Jane Welsh

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702141

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      The integrity and hydration of biological tissues are maintained by polysaccharides whose helical and ribbon-like structures associate to form three-dimensional networks (tertiary structures).

    3. Analytical Applications of Chemiluminescence (pages 225–232)

      Dr. G. D. Mendenhall

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702251

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      Slight deviations in composition and/or prior treatment of complicated nonmetallic materials (foods, synthetic polymers) can be detected by chemiluminescence methods. Other applications include trace analysis of metals ions, perodixes, and enzymes. The lifetimes of industrial products can also be predicted from their chemiluminescence behavior.

    4. New Developments in the Field of Vitamin B12: Enzymatic Reactions Dependent upon Corrins and Coenzyme B12 (pages 233–244)

      Prof. Dr. G. N. Schrauzer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702331

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      Numerous unusual enzymatic reactions, e.g. the synthesis of methylarasanes or dehydration of diols, require vitamin B12 or coenzyme B12(1) (abbreviated designation). The mechanism of such reactions is a topic of lively debate.

  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. Synthesis of Thiol and Selenol Esters from Carboxylic Acids and Thiols or Selenols, Respectively (pages 244–246)

      Dr. Hans-Joachim Gais

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702441

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      The valuable acyl transfer agents(1) and (2), thiol and selenol esters of carboxylic acids, are now accessible by a facile general synthesis which proceeds under mild conditions.

    2. Selective Monofunctionalization of Non-Conjugated Dienes by Nitrogen Dioxide/Iodine Monoaddition (pages 246–247)

      Volker Jäger and Hans Jürgen Günther

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702461

      Unsymmetrical monoadducts(2)of symmetrical 1,5-, 1,6-, or 1,7-dienes(1) have been obtained by reaction with stoichiometric amounts of N2O4 in the presence of I2. The bisadducts (3) are formed in <5% yield.

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    3. Bis(trimethylsilyl)magnesium—The First Organosilyl-magnesium Compound Isolated (pages 247–248)

      Dr. Lutz Rösch

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702471

      Transfer of silyl groups in the presence of magnesium has been postulated to involve organosilymagnesium compounds as intermediates. The first representative of this class (1), has now been isolated.

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    4. A Novel 3z-2e Bond System (pages 248–249)

      Prof. Dr. Joseph Grobe, Roland Martin and Dr. Uwe Möller

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702481

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      One-electron bonds between Pd and Si are formally present in the complex (1); the bonding is interpreted assuming that the 4dx2-y2, 5s, 5px, and 5py orbitals of palladium participate in the planar PdCl2P2 unit.

    5. Δ4-1,3,2-Diazaborolines as Complex Ligands (page 249)

      Prof. Dr. Günter Schmid and Dipl.-Chem. Joachim Schulze

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702491

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      A species isoelectronic with the cyclopentadienide ion is found in Δ44-1,3,2-diazaboroline. The first coordination compound to contain this heterocycle, the chromium complex (1), crystallizes as air-stable yellow needles.

    6. Palladium(0)-Catalyzed [2σ + 2π] Cycloadditions Methylenecyclopropane to Alkenes (pages 249–250)

      Dr. Paul Binger and Dr. Ulf Schuchardt

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702492

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      Exclusive opening off the three-membered ring between C-2 and C-3 occurs in the reaction of methylenecyclopropane (1) with olefins catalyzed by palladium(O) compounds. Up to 300 mol of (1) are converted per mol of Pd; cyclodimerization of (1) to (2) occurs as competing reaction.

    7. N-(Trimethylsilyl)amino Acid Trimethylsilyl Esters as Reagents for Directed Self-Condensation of Methyl Ketones under Mild Conditions (pages 251–252)

      Dipl.-Chem. Günter Schulz and Prof. Dr. Wolfgang Steglich

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702511

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      α,β-Unsaturated ketones(2) can be produced under extremely mild conditions by condensation of methyl ketones with the aid of the amino acid esters (1). The reaction is regioselective at the acetyl group. The Z isomer is formed alongside (2).

    8. Condensation of α-Acylaminoalkyl Methyl Ketones to Give N-Acylpyrroles (page 252)

      Dipl.-Chem. Günter Schulz and Prof. Dr. Wolfgang Steglich

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702521

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      Substituted pyrroles(3) may be prepared by condensation of the readily accessible methyl ketones (1) with the aid of the amino acid ester (2).

    9. Control of the Direction of Addition in the Nickel-Catalyzed 2:1-Cooligomerization of Butadiene with Monoolefins by Perturbation of the Monoolefin (pages 252–253)

      Prof. Dr. Paul Heimbach, Dr. Achim Roloff and Dr. Hartmut Schenkluhn

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702522

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      A choice of the direction of addition between A and B is open to the perturbed (substituted) monoolefin St. [DOUBLE BOND] during cooligomerization with butadiene. In the cases studied so far the direction of addition depends upon the orbital coefficients of the LUMOs of the olefinic C atoms

    10. Control of the Nickel-Catalyzed Cooligomerization of Butadiene with Schiff Bases by Cocatalysts (pages 253–255)

      Prof. Dr. Paul Heimbach, Dr. Bernard Hugelin, Erich F. Nabbefeld, Dr. Dieter Reinehr, Dr. Achim Roloff and Dr. Eduard Troxler

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702531

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      2:1 Adducts of type(1), (2), or(3) are formed from butadiene and Schiff bases, depending uponthe substitudents R and the substrate purity. In the presence of very weakly protic compounds (e.g. morpholine) amines of type (1) are obtained.

    11. Decarboxylative Dehydration of β-Hydroxycarboxylic Acids by Redox Condensation: A Novel Olefin Synthesis (pages 255–256)

      Dr. Johann Mulzer and Gisela Brüntrup

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702551

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      An alternative to the Wittig reaction is provide by the reaction sequence (A)+(B). The adduct of PPh3 and diethyl azodicarboxylate is suitable for use as X.

    12. Ionization Barrier of Trityl Chloride in Sulfur Dioxide (pages 256–257)

      Dipl.-Chem. Martin Feigel and Prof. Dr. Horst Kessler

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702561

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      Dynamic 1H-NMR measurements on ortho- and para-deuterated trityl chloride (RX) have shown that in SO2 a solvation comparable with that of ion pairs is already effective in the transition state. ΔGmath image is 10.12 kcal/mol.

    13. Comparison of Calculated and Experimental Electron Difference Densities of Tetracyanoethylene (pages 257–258)

      Dr. Hans-Lothar Hase, Dipl.-Chem. Karl-Wilhelm Schulte and Prof. Dr. Armin Schweig

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702571

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      The accuracy of experimentally determined electron difference densities is apparently not so high as hitherto assumed: estimates based on ab initio calculations give a most likely accuracy of 0.07e/Å3 for tetracyanoethylene, instead of 0.05e/Å3.

    14. An Economic Basis for Electron Difference Density Calculations (pages 258–259)

      Dr. Hans-Lothar Hase and Prof. Dr. Armin Schweig

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702581

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      Electron difference densities in large molecules have to be calculated with drastically limited basis sets. The “4-31 G” basis with limited sets of bond polarization functions has proved of great value in the case of cyanogen.

    15. Isocyanide Synthesis with Diphosgene (pages 259–260)

      Dipl.-Chem. Giselher Skorna and Prof. Dr. Ivar Ugi

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702591

      An alternative dehydrating agent to the dangerous compound phosgene is urgently required for the isocyanide synthesis. Diphosgene is easy to handle and, moreover, leads to higher yields.

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    16. Diastereoisomers with Differing Bond Lengths: Structure Analysis of the Diastereomeric Forms of μ-(1,2-Dichloro-1,2-diphenyldiphosphane)bis(pentacarbonylchromium) (page 260)

      Doz. Dr. Gottfried Huttner, Dipl.-Chem. Peter Friedrich, Dipl.-Chem. Heinrich Willenberg and Dr. Hans-Dieter Müller

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702601

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      The central bonds in the diastereomeric complexes(1) and (2) are of different length. This efect, described here for the first time, is attributed to steric interactions between the substituents.

    17. A Monothiooxalato-O,S-oxo Complex of Molybdenum Containing Two Smath image Ligands (pages 260–261)

      Dipl.-Chem. Karl Mennemann and Prof. Dr. Rainer Mattes

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702602

      Thumbnail image of graphical abstract

      The molybdenum(VI) complex Cs2[MoO(S2)2(COS--CO2)] contains a pentagonal bipyramidal anion having all five sulfur atoms in the equatorial plane.

    18. Asymmetrical Bridge Complexes of Type η3-C7H7(CO)2 Mo(OR)3Mo-η7-C7H7 with Two Mo Centers of Different Oxidation Number (pages 261–262)

      Prof. Dr. Basil Kanellakopulos, Dr. Dietrich Nöthe, Dipl.-Chem. Klaus Weidenhammer, Dipl.-Chem. Henning Wienand and Prof. Dr. Manfred L. Ziegler

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702611

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      The first unsymmetrical “mixed-valence” complexes with π acids as ligands have now been prepared. Paramagentic (η3-C7H7)(CO)2-Mo(OCH3)3Mo(η7-C7H7) was identified by X-ray structure analysis; the unpaired electron is localized at an Mo center.

    19. N-Acyl Isocyanides (pages 262–263)

      Priv.-Doz. Dr. Gerhard Höfle and Dipl.-Chem. Bernd Lange

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702621

      The first acyl isocyanides have now become available. The pronounced carbonyl-activation of benzoyl isocyanide (1) is manifested, e.g., in the acylation of ynamines; in contrast, (1) undergoes cycloaddition with acetylenedicarboxylates.

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    20. A Diazadiphosphetidine with Ring-Stabilized “Pentaamidophosphorus” (pages 263–264)

      Prof. Dr. Rolf Appel and Dipl.-Chem. Mechthild Halstenberg

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702631

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      A phosphorus atom bonded to five nitrogen atoms is present in the four-membered P--N ring (1). Compound (1) is the first species containing PN5 to be isolated.

    21. Synthesis and Determination of the Absolute Configuration of Pyrenophorin and Vermiculin (pages 264–265)

      Prof. Dr. Dieter Seebach, Dipl.-Chem. Bernhard Seuring, Dr. Hans-Otto Kalinowski, Dipl.-Chem. Winfried Lubosch and Dipl.-Chem. Bernd Renger

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702641

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      Two macrocyclic dilactides, the fungicide pyrenophorin (1) and the antibiotic vermiculin (2), have now been prepared in optically active form by use of the dithiane method. Their synthesis also proves that natural (1) has the (R,R) configuration and natural (2) the (S,S) configuration.

    22. [Zn2Cr(Oh)6]X·2H2O, New Layer Compounds Capable of Anion Exchange and Intracrystalline Swelling (pages 265–266)

      Prof. Dr. Hanns-Peter Boehm, Dr. Johann Steinle and Carmen Vieweger

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702651

      Compounds with cationic layers and exchangeable anions are rare---except for graphite salts. A new compound of this type is (1), which is formed from ZnO and aqueous solutions of chromium(III) salts.

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    23. Synthesis of Substituted p-Aminophenols from p-Phenylenediamines (pages 266–267)

      Dr. Ulrich Nickel and Dipl.-Chem. Klaus Kemnitz

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702661

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      Substituted p0aminophenols, often difficulty accessible, can be prepared with relative ease from p-phenylenediamines (1). Compounds (1) are rapidly oxidized to the quinone monoimine which is reduced to (2).

    24. Resynthesis of Phalloidin and Phallisin from the Seco-Compounds (pages 267–268)

      Dr. Eisuke Munekata, Priv.-Doz. Dr. Heinz Faulstich and Prof. Dr. Theodor Wieland

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702671

      Thumbnail image of graphical abstract

      The cyclic peptides(1)from the green deathcup toadstool can be cleaved specifically (arrow). Ring closure of the seco-compounds obtained in highly pure form has now been accomplished. Thus the total synthesis and synthesis of analogs have become a step nearer.

    25. Dimers of Ketenylidene- and N-Phenylketeniminylidene-triphenylphosphorane (pages 268–269)

      Prof. Dr. Hans Jürgen Bestmann, Dr. Günter Schmid, Dipl.-Chem. Dieter Sandmeier and Dipl.-Chem. Lothar Kisielowski

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702681

      Thumbnail image of graphical abstract

      A new type of “push-pull” cyclobutadiene is encountered in the resonance formula (1) of the dimers of equation image or NPh. The dimers form yellow crystals which melt with decomposition at 278–280 or 178°C, respectively.

    26. Synthesis of Acyldiarylphosphane Oxides—Key Compounds in the Oxidation of Acyldiarylphosphanes with Molecular Oxygen (pages 269–270)

      Prof. Dr. Ekkehard Lindner, Dr. Hans-Dieter Ebert, Dipl.-Chem. Hans Lesiecki and Dipl.-Chem. Gottfried Vordermaier

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702691

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      Acyldiarylphosphane oxide(1), R[DOUBLE BOND]CH3 or CF3, R′ [DOUBLE BOND] C6H5, have now been isolated and characterized. The extremely water-sensitive compounds are intermediates in the oxidation of RCO[BOND]PR′2 with oxygen to form (2).

  3. Abstracts

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. ABSTRACTS (pages 270–271)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197702701

  4. Book Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews

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