Angewandte Chemie International Edition in English

Cover image for Vol. 16 Issue 5

May 1977

Volume 16, Issue 5

Pages 273–338

Currently known as: Angewandte Chemie International Edition

    1. Cover Picture (Angew. Chem. Int. Ed. Engl. 5/1977)

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702731

    2. Graphical Abstract (Angew. Chem. Int. Ed. Engl. 5/1977)

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702732

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. The Biochemistry of Sphingolipid Storage Diseases (pages 273–285)

      Priv.-Doz. Dr. Konrad Sandhoff

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702733

      Thumbnail image of graphical abstract

      Sphingolipids are components of animal membranes. They are degraded by enzymes in healthy individuals. If one of these enzymes is deficient then its substrate accumulated and causes severe damage. The enzyme defects are inherited in recessive manner.

    2. Efficiency and Evolution of Enzyme Catalysis (pages 285–293)

      Dr. W. John Albery and Prof. Jeremy R. Knowles

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702851

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      Triose phosphate isomerase is an almost perfect catalyst for the reaction sketched below, as revealed by a newly derived efficiency function. This function permits comparison of the performance of catalysts, and provides an insight into enzyme modifications during evolution.

    3. The Pauli Principle and Chemical Bonding in Molecules and Solids (pages 294–299)

      Prof. Dr. Laurens Jansen and Dr. Ruud Block

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702941

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      A concept of atoms bearing “hooks and eyes” was presented in 1685 by Gassendi in his Syntagma Philosophicum. How far removed from that suggestion are present-day ideas of the chemical bond, having benefited from 50 years of quantum mechanics?

    4. Synthetic and Mechanistic Aspects of Inorganic Insertion Reactions. Insertion of Carbon Monoxide (pages 299–311)

      Prof. Dr. Fausto Calderazzo

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197702991

      Carbon monoxide can insert into transition metal-carbon σ bonds, transforming an alkyl into an acyl group. Reactions of this kind have been observed for most of the 3d, 4d, and 5d elements.

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  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. Silatautomeric Organylcarbodiimides/Cyanamides (pages 311–313)

      Dr. Ingo Ruppert

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703111

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      Carbodiimides(1)and cyanamides(2)equilibrate on storage of (1a)(1c). In contrast, (1), R = tert-butyl or phenyl, does not rearrange.

    2. Crystal Structure of B2S3: Four-Membered B2S2 Rings and Six-Membered B3S3 Rings (page 313)

      Dr. Harald Diercks and Prof. Dr. Bernt Krebs

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703131

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      X-Ray structure analysis of B2S3 was formerly precluded by the poor quality of crystalline material. Single crystals suitable for structure elucidation have now been obtained.

    3. Phenyl(trimethylphosphonio)methanidyl, A Novel 3-Electron Bridge Ligand (page 314)

      Dr. Fritz R. Kreissl, Dipl.-Chem. Peter Friedrich, Dr. Tassilo L. Lindner and Doz. Dr. Gottfried Huttner

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703141

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      The tungsten-rhenium complex(1) contains a metal-metal bond and a novel bridging ligand. The structure deduced from spectra ha been confirmed by X-ray structure analysis.

    4. Crystal Structure of As2O5 (pages 314–315)

      Dr. Martin Jansen

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703142

      The first single crystals of As2O5 have now been obtained by annealing amorphous As2O5 under oxygen excess pressure and with careful exclusion of moisture. They were suitable for X-ray structure analysis.

    5. Ortho-para Protonation of Toluene and Ethylbenzene in Super Acids (pages 315–317)

      Dr. Dan Fǎrcaşiu, Dr. M. T. Melchior and Dipl.-Chem. Lynne Craine

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703151

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      ortho-Protonated monoalkylbenzenes have now been detected. (4), R[DOUBLE BOND]CH3 or C2H5, was identified by 13C-NMR. The para isomer is overwhelmingly preferred.

    6. Facile Synthesis of Arabinoadenosine 3′-Phosphate (page 317)

      Priv.-Doz. Dr. Rudolf Mengel and Harald Wiedner

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703171

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      Arabinoadenosine 3′-phosphate(2) can be obtained from (1) by ring opening with phosphoric acid in HMPT. Compound (2) could serve as an “arabino” building block for oligonucleotide syntheses; the phosphate-free nucleoside inhibits some enzymes, viruses, and animal tumors.

    7. Side Reactions in Peptide Synthesis: tert-Butylation of Tryptophan (pages 317–318)

      Prof. Dr. Erich Wünsch, Dr. Ernst Jaeger, Dr. Lajos Kisfaludy and Dr. Miklos Löw

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703172

      Thumbnail image of graphical abstract

      The amino acid tryptophan contains a reactive side chain which can be attacked, e.g. on tert-butylation of peptides containing tryptophan residues. Model reactions showed (1) to be the main product.

    8. Selenol Esters—A Novel Class of Liquid-Crystal Compounds (pages 318–319)

      Priv.-Doz. Dr. Gerd Heppke, Dr. Jürgen Martens, Prof. Dr. Klaus Praefcke and Dr. Helmut Simon

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703181

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      Liquid crystals having favorable transition temperatures have been discovered in the selenol esters of type (1). Their properties should be further enhanced by variation of R1 and R2.

    9. 5H-[1]Benzoselenino[2,3-b]pyridine—A Novel Heterocyclic Ring System (pages 319–320)

      Dipl.-Chem. Behrouze Pakzad, Prof. Dr. Klaus Praefcke and Dr. Helmut Simon

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703191

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      A new heterocyclic system has now been synthesized in the form of the derivative (2). It is formed on UV irradiation of the selenol ester (1).

    10. Doubly Deprotonated Allylacetophenone. First Example of a “Direct” E5 Synthon (pages 320–321)

      Manat Pohmakotr and Prof. Dr. Dieter Seebach

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703201

      Thumbnail image of graphical abstract

      The first unsaturated carbonyl derivative to react at C-5 with electrophiles is the dianion (1). It forms adducts (2) or (3) which can be cyclized to tetrahydrofurans or- pyrans if they contain OH groups.

    11. 4-Hydroxy-2-cyclopenten-1-ones from Ketones and 3-Nitropropionyl Chloride. A Facile Method for the Construction of Five-Membered Rings (pages 321–322)

      Prof. Dr. Dieter Seebach, Dr. Marvin S. Hoekstra and Gerd Protschuk

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703211

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      A new cyclopentenone synthesis starts from ketones (1) and 3-nitropropionyl chloride. None of the known methods for constructuion of five-membered rings according to a (C3+C2) pattern gives derivatives having the same functionality as (2) and (3).

    12. Trifluoromethanol, CF3OH (pages 322–323)

      Priv.-Doz. Dr. Konrad Seppelt

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703221

      The simplest perfluoro alcohol, CF3OH, has now been prepared at −120°C in CF3Cl. CF3OH melts at −82°C and slowly decomposes at −20°C into F2CO and HF.

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    13. Cyclopropenes as Vinylcarbenoids:Intermolecular Carbene-Addition Reactions of Sulfinyl- and Sulfonylcyclopropenes at Room Temperature (pages 323–324)

      Prof. Dr. Michel Franck-Neumann and Dr. Jean-Jacques Lohmann

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703231

      Thumbnail image of graphical abstract

      The interrelationship between cyclopropenes and vinylcarbenes has been examined for (1) and the corresponding sulfone. Cyclopropene (2) generated from (1) at −25°C can be trapped before isomerizing to (3). At room temperature, (1) and nucleophilic olefins yield adducts of the carbene (3).

    14. “Supersandwich”-Type Trinuclear Complexes with a Spiro Center (pages 324–325)

      Prof. Dr. Helmut Werner and Dipl.-Chem. Tri Ngo Khac

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703241

      Thumbnail image of graphical abstract

      A new type of “supersandwich” complex has the central metal atom acting as spiro center. (1), M[DOUBLE BOND]Co, R[DOUBLE BOND]CH3, and (2), M[DOUBLE BOND]Zn, R[DOUBLE BOND]CH3, are stable compounds; the Ni analog can only be detected in the mass spectrum as the molecular ion.

    15. A New Type of Helical Hydrocarbon—Novel C[BOND]C Coupling by Sulfone Pyrolysis (pages 325–327)

      Prof. Dr. Fritz Vögtle, Dipl.-Chem. Manfred Atzmüller, Dipl.-Chem. Winfried Wehner and Dr. Joachim Grütze

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703251

      Thumbnail image of graphical abstract

      Novel helical molecules, in which the helix form of the o-quaterphenyl skeleton is fixed by a bridge (B), have now been synthesized. Derivatives having bridges such as [BOND]CH2 [BOND]S[BOND]CH2[BOND](5-(HO2C)-1,3-C6H3) [BOND]CH2[BOND]S[BOND]CH2[BOND] should be resolvable into the enantiomers.

    16. Facile Synthesis of α,β-Dehydro Amino Acid Esters (pages 327–328)

      Prof. Dr. Ulrich Schmidt and Dr. Elisabeth Öhler

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703271

      Thumbnail image of graphical abstract

      Dehydro amino esters(4) are readily accessible via the reaction sequence (1)[LEFTWARDS ARROW](2)[LEFTWARDS ARROW](3)[LEFTWARDS ARROW](4). The key step (3)[LEFTWARDS ARROW](4) must be performed at low temperature.

    17. Activation of Double Bonds in Dehydro Amino Acids: A Model for Pyridoxal-Containing Enzymes in Elimination-Addition Reactions (page 328)

      Prof. Dr. Ulrich Schmidt and Mag. Erhard Prantz

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703281

      Thumbnail image of graphical abstract

      Schiff bases of type (1) are models for pyridoxal-containing enzymes. The outstanding ability of compounds (1) to undergo addition can be demonstrated with phenylmethanethiol.

    18. Synthesis and Some Reactions of 1,1-Dimethyl-2,2-bis-(trimethylsilyl)-1-silaethene (pages 328–330)

      Prof. Dr. Nils Wiberg and Dipl.-Chem. Gerhard Preiner

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703282

      Thumbnail image of graphical abstract

      Compounds having Si[DOUBLE BOND]C double bonds of type (1) are now accessible by elimination reactions in organic solvents under very mild conditions. Only pyrolytic and photochemical processes were previously available.

    19. Absolute Configuration of the Cancerostatic S([BOND])-Cyclophosphamide (page 330)

      Dr. Dorota A. Adamaik, Dr. Ryszard Kinas, Priv.-Doz. Dr. Wolfram Saenger and Dr. Wojciech J. Stec

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703301

      Thumbnail image of graphical abstract

      (+) and (−)-Cyclophosphamide(1) differ in their cancerostatic activity. X-Ray analysis has shown the (−)-enantiomer with the higher therapeutic index to have the S configuration.

    20. A New nido-Carbaborane Type by η1–η5 Rearrangement of Pentamethylcyclopentadienylboranes (pages 330–331)

      Doz. Dr. Peter Jutzi and Dipl.-Chem. Arnulf Seufert

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703302

      Thumbnail image of graphical abstract

      The novel carbaborane ion C5BHmath image has now been prepared for the first time in the form of its derivative (1). The species (1) is not very sensitive towards air and is readily soluble in organic solvents.

    21. Determination of the Activation Volume ΔV of Simple Molecular Rearrangements by High-Resolution 1H-NMR Spectroscopy at High Pressures (pages 331–332)

      Priv.-Doz. Dr. Hans-Dietrich Lüdemann, Dr. Rudolf Rauchshwalbe and Elmar Lang

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703311

      Thumbnail image of graphical abstract

      The effect of pressure on molecular rearrangements can be studied by NMR. The activation volume ΔV for rotation in (1) is 10.3±1.0cm3/mol, and that for ring inversion in (2) is 1.9±0.5 cm3/mol.

    22. An Organometallic Five-Membered Ring with Hetero-Metal-Metal Bonding (pages 332–333)

      Dipl.-Chem. Erika Röttinger, Dipl.-Chem. Rainer Müller and Prof. Dr. Heinrich Vahrenkamp

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703321

      Thumbnail image of graphical abstract

      Two arsenic, two iron, and one cobalt atom make up the five-membered ring of compound (1). Its structure was determined by X-ray methods.

    23. μ-Thiadiborolene-bis(η-thiadiborolenecobalt)—A “Homogeneous” Triple-Decker Sandwich with Three Heterocyclic Ligands (pages 333–334)

      Prof. Dr. Walter Siebert and Dipl.-Chem. Wilfried Rothermel

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703331

      Thumbnail image of graphical abstract

      Two cobalt atoms and three thiadiborolene rings(1) make up a “homogeneous” triple-decker sandwich complex which has now been synthesized. The 30 valence electrons formally arise from two Co d6 cations and three thiadiborolene dianions.

    24. Novel Synthesis of μ-Methylene Complexes (page 334)

      Dr. Wolfgang A. Herrmann, Dr. Carl Krüger, Dr. Richard Goddard and Dr. Ivan Bernal

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703341

      Thumbnail image of graphical abstract

      N-Alkyl-N-nitrosourea derivatives can be used as methylene transfer agents, as established by the synthesis of (2a) and (2b). This reagent obviates use of diazoalkanes.

  3. Abstracts

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. ABSTRACTS (page 335)

      Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197703351

  4. Book Reviews

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

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