Angewandte Chemie International Edition in English

Cover image for Vol. 16 Issue 8

August 1977

Volume 16, Issue 8

Pages 493–558

Currently known as: Angewandte Chemie International Edition

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. Advances in Phase-Transfer Catalysis [New synthetic methods (20)] (pages 493–505)

      Prof. Dr. Eckehard V. Dehmlow

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197704933

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      Use of crown ethers and introduction of the solid-liquid variant number among the most significant developments in the rapidly expanding field of phase-transfer catalysis.

    2. The Role of Birth Control in the Survival of the Human Race (pages 506–513)

      Prof. Dr. Rudolf Wiechert

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705061

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      The development of hormonal contraceptives is one of the greatest scientific success stories of this century. However, use of “the pill” and other methods of birth control is by no means widespread enough, for world population is still on the increase.

    3. The Chlorofluorocarbon/Ozone Theory—A Scientific Status Report (pages 513–519)

      Dr. J. Peter Jesson

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705131

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      Are chlorofluoromethanes destroying the earth's ozone shield, as postulated by Rowland and Molina in 1974? What are the latest research results, and what practical consequences can be drawn therefrom concerning, e.g. cessation of production?

    4. “Organic Metals”—The Intermolecular Migration of Aromaticity (pages 519–534)

      Dr. Jerome H. Perlstein

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705191

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      The concept that certain organic solids can have the electrical properties of a metal is explicable not only in theoretical terms but also on the basis of common chemical features of value in their synthesis.

  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. Detection of an Orthonitrate by Vibrational Spectroscopy: Na3NO4 (pages 534–535)

      Dr. Martin Jansen

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705341

      The existence of the NOmath image ion has now been proved by Raman spectroscopy. X-ray structure analysis has so far been precluded by the non-availability of single crystals of the extremely moisture- and CO2-sensitive compound Na3NO4.

    2. N,N-Bis(trimethylsilyl)enamines—Stereoselective Synthesis from N,N-Bis(trimethylsilyl)thioformamide (pages 535–536)

      Prof. Dr. Wolfgang Walter and Dipl.-Chem. Hans-Wolfgang Lüke

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705351

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      Masked enamines of types (1) and (2) have now become accessible. They represent potential synthetic intermediates.

    3. Unsaturated Organometallic Intermediates: Electronic Structure and Structural Dynamics of (η5-C5H5)Mn(CO)2 (pages 536–537)

      Dr. Peter Hofmann

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705361

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      “Half-sandwich” molecular fragments of the type (CnHn)ML2 having only 16 electrons in their valence shell are important intermediates. The questions of “planar” (1a) or “pyramidal” ground state geometry (1b) and of energy barriers are examined for the model system CpMn(CO)2.

    4. Kinetics of Alkali Metal Complex Formation by Bicyclic Cryptates (page 538)

      Dipl.-Biochem. Karsten Henco, Dipl.-Biochem. Burkhard Tümmler and Prof. Dr. Günter Maass

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705381

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      The rate constants for association and dissociation of cryptate complexes have now been determined by the temperature jump relaxation method for the bicyclic cryptands (1) (m=n=0; m=1, n=0; m=n=1) and the K+ and Na+ ions.

    5. Synthesis and Structure Determination of a 1,4-Dialuminacyclohexadiene (page 539)

      Priv.-Doz. Dr. Heinz Hoberg, Dr. Vicente Gotor, Armin Milchereit, Dr. Carl Krüger and Dr. Janine C. Sekutowski

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705391

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      The cyclic organoaluminum compound(1) is formed under mild conditions from the ate complex Na2[cis-Ph(Et3Al)C[BOND]C(AlEt3)Ph] and electrophiles. X-ray structure analysis showed there to be no bond between the two Al atoms. Compound (1) undergoes ortho-metalation of the four phenyl groups on reaction with Li.

    6. Synthesis of Diselenoacetals and O-(Trimethylsilyl)monoselenoacetals (pages 540–541)

      Dr. Willy Dumont and Prof. Dr. Alain Krief

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705401

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      Highly substituted epoxides and other valuable compounds are accessible from diselenoacetals (1) as precursors. Compounds (1) can now be prepared in about 80% yield by two new methods (with conc. H2SO4 or with ZnCl2).

    7. α-Halogenoalkyl Selenides and α-(Phenylseleno)alkanide Anions (pages 541–542)

      Dr. Willy Dumont, Dipl.-Chem. Mireille Sevrin and Prof. Dr. Alain Krief

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705411

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      Epoxides and olefins can be synthesized by the “selenium route” without contamination by butyl phenyl selenide via the anion (2) and carbonyl compounds. The starting compounds (1) are readily accessible by a new synthesis.

    8. Phosphorus-Bridged Trinuclear Complexes Having Contiguous Metal-Metal Bonds (pages 542–543)

      Dipl.-Chem. Egbert Keller and Prof. Dr. Heinrich Vahrenkamp

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705421

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      Metal clusters of types(1), M[DOUBLE BOND]Co, E[DOUBLE BOND]C, and (2), M[DOUBLE BOND]Fe, E[DOUBLE BOND]N, were surprisingly formed alongside several simple complexes on reaction of CO(NO)2Fe—PMe2H with η-C3H5Co(CO)3. The crystallographic data and molecular dimensions of (1) and (2) are almost identical.

    9. Molecular Structure of [η-C5H5(CO)2Re[DOUBLE BOND]C(C6H5)P(CH3)3][BCl4] (pages 543–544)

      Dr. Fritz R. Kreissl and Dipl.-Chem. Peter Friedrich

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705431

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      In the cationic transition-metal substituted phosphorus ylides (1a) and (1b)—arising from the carbonyl carbyne complexes and trimethylphosphane—the resonance structure shown below is expected to predominate according to spectroscopic findings. This result has now been confirmed by X-ray structural analysis of (1b).

    10. A New cis-Stereospecific β-Lactam Ring Closure (pages 544–545)

      Dipl.-Chem. Edgar Raude and Dr. Dieter Hoppe

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705441

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      Synthesis of penicillins and cephalosporins can utilize bicyclics of type (1). Compound (1) itself has now been prepared in only two steps from a thiazolinone.

    11. Dichloronitronium Hexachloroantimonate, ONClmath imageSbClmath image (pages 545–546)

      Prof. Dr. Kurt Dehnicke, Dipl.-Chem. Henning Aeissen, Marianne Kölmel and Prof. Dr. Joachim Strähle

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705451

      The first NCl2 species containing pentavalent nitrogen, i.e. the dichloronitronium ion isoelectronic with phosgene, has now been prepared in the form of the salt (1) and characterized by crystal structure analysis.

      • equation image
    12. 1,2,4,3λ3-Triazaphospholes Synthesized by Reductive (σ4[RIGHTWARDS ARROW]σ2)-Elimination at Phosphorus (pages 546–547)

      Prof. Dr. Alfred Schmidpeter, Dr. Jörg Luber and Dipl.-Chem. Helmut Tautz

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705461

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      Reductive eliminations leading from tetracoordinated to dicoordinated phosphorus were formerly only known for phosphabenzenes. The first example of this reaction occurring in another system was encountered in 1,2,4,3-triazaphospholes, e.g. in the reaction sequence (1) [RIGHTWARDS DOUBLE ARROW] (2) [RIGHTWARDS DOUBLE ARROW] (3).

    13. Structure of the First Four-Membered Cyclic Diorganyltin Chalcogenides (pages 547–548)

      Prof. Dr. Heinrich Puff, Dr. Rudolf Gattermayer, Dr. Rudolf Hundt and Dr. Renè Zimmer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705471

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      Four-membered planar rings are present in the diorganyltin chalcogenides (1), X[DOUBLE BOND]S, Se, Te. In the analogous Sn—S compounds examined so far, i.e. Ph2SnS and Me2SnS, six-membered puckered rings occur.

    14. Noncyclic Cryptates (pages 548–549)

      Prof. Dr. Fritz Vögtle, Walter M. Müller, Dipl.-Chem. Winfried Wehner and Dipl.-Chem. Egon Buhleier

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705481

      Thumbnail image of graphical abstract

      Novel neutral ligands which effectively complex alkali metal and alkaline earth metal ions consist of three limbs with favorable terminal groups as shown in (1).

    15. Double Ring-Closure Additions to o-(Methyleneamino)-phenyl Phosphites (pages 549–550)

      Prof. Dr. Alfred Schmidpeter, Dipl.-Chem. Josef Helmut Weinmaier and Elmar Glaser

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705491

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      The principle of intramolecularity enhances the synthetic potential of cycloadditions. New examples come from organophosphorus chemistry.

    16. Synthesis of N-Protected ω-Amino Acids with the Aid of Stannyl Azides (pages 550–552)

      Dr. Hans R. Kricheldorf, Dipl.-Chem. Gerd Schwarz and Dipl.-Chem. Jürgen Kaschig

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705501

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      Tri-n-butylstannyl azide is used instead of Boc azide in a new synthesis of N-Boc-amino acids (and other N-protected ω-amino acids). The entire reaction including hydrolysis of (3) can be performed as a one-pot reaction.

    17. 6,7-Diphenyl-2,3-dihydro-1,4-dioxocin (page 552)

      Univ.-Doz. Dr. Gerd Kaupp and Dipl.-Chem. Michael Stark

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705521

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      The rare case of β-cleavage during photolysis of a cyclobutene permits facile synthesis of the 1,4-derivative (4). On photolysis, diphenylcyclobutenes generally afford diphenylacetylene (α-cleavage) or cyclobuta [l] phenanthrenes.

    18. Hydrogenolysis of Trisubstituted Dichlorophosphoranes—A New Method for Deoxygenation of Oxophosphoranes (pages 552–553)

      Dr. Mitsuo Masaki and Noboru Kakeya

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705522

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      Regeneration of R3P from R3PO was formerly an uneconomic proposition. The key step of a new process consists in reduction of dichlorophosphorane with hydrogen under pressure.

    19. Amino Sugars and N-Glycosides by Oxyamination of Unsaturated Carbohydrate Derivatives (pages 553–554)

      Prof. Dr. Ingolf Dyong, Quan Lam-Chi, Gerhard Schulte, Prof. Dr. Bert Fraser-Reid and John L. Primeau

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705531

      Thumbnail image of graphical abstract

      A useful process for the synthesis of numerous amino sugars results on application of the cis-oxyamination of olefins to unsaturated sugar derivatives such as (1). Chloramine-T serves as reagent, and OsO4 as catalyst.

    20. K6[Si2Te6]—Synthesis and Structure of the First Tellurodisilicate (page 554)

      Dr. Günter Dittmar

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705541

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      Isolated [Te3Si—SiTe3] units are present in K6Si2Te6, which was prepared by fusing a mixture of K, Si, and Te (3:1:3). Si2Te3 also contains Si2Te6 units but they are two-dimensionally crosslinked to form an infinite double layer.

    21. Catalyzed Rearrangement of Nitrile Oxides to Isocyanates (page 555)

      Dipl.-Chem. Georg Trickes and Prof. Dr. Herbert Meier

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705551

      The simultaneous migration of two ligands makes the rearrangement of nitrile oxides (1) to isocyanates (2) one of the most interesting ones in organic chemistry. However, use of the thermal reaction (1) is severely limited by competing dimerization. The rearrangement proceeds in excellent yields with SO2 as catalyst.

      • equation image
    22. Carbene Addition to Dicarbonyl(η-cyclopentadienyl)cobalt (pages 555–556)

      Prof. Dr. Manfred L. Ziegler, Dipl.-Chem. Klaus Weidenhammer and Dr. Wolfgang A. Herrmann

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705552

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      The first [2+3]-carbene addition in organometallic chemistry leads to the metallacycle (3). Carbene additions to transition metal complexes without elimination of ligands were previously unknown.

  3. Abstracts

    1. Top of page
    2. Reviews
    3. Communications
    4. Abstracts
    5. Book Reviews
    1. ABSTRACTS (pages 556–557)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.197705561

  4. Book Reviews

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

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