Angewandte Chemie International Edition in English

Cover image for Vol. 23 Issue 4

April 1984

Volume 23, Issue 4

Pages 257–328

Currently known as: Angewandte Chemie International Edition

    1. Cover Picture (Angew. Chem. Int. Ed. Engl. 4/1984)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198402571

      Thumbnail image of graphical abstract

      The cover shows the organization of phospholipids in water. The most important types of organized structures are depicted, namely micelles, vesicles, and “inverted micelles”, and, in the middle, a lamellar bilayer. The particular form in which the phospholipids aggregate depends on the chemical structure and physical parameters such as surface charge, temperature, and ionic character. Further details are reported by H. Eibl in his review on page 257 ff.

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    1. Phospholipids as Functional Constituents of Biomembranes (pages 257–271)

      Prof. Dr. Hansjörg Eibl

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198402573

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      Biologically active synthetic phospholipids such as 1 and 2 enable new in sights into the functioning of biological membranes. For example, differences in the properties of the lipid phases suffice for the control of membrane processes. A natural membrane, the blood-brain barrier, can be changed by addition of alkyl glycerides such that it allows better permeation of active substances, e.g. cytostatic drugs.

    2. Chemical Bonding in Higher Main Group Elements (pages 272–295)

      Prof. Dr. Werner Kutzelnigg

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198402721

      Thumbnail image of graphical abstract

      A noticeable jump in the properties of elements is usually found in going from the first to the second row of the Periodic System. What sort of explanation can theoretical chemistry offer? Many differences can already be discussed on the basis of the following finding: The atomic cores of elements of the 1st row contain only s-AOs, and s- and p-valence AOs are localized in roughly the same region of space. In contrast, in the case of higher main group elements the atomic cores contain at least s- and p-AOs, and the p-valence AOs are much more extended in space than the s-valence AOs.

  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    1. A Convenient Method for the Preparation of 1-(tert-Butyloxycarbonyl) pyrroles (pages 296–301)

      Dr. Leif Grehn and Dr. Ulf Ragnarsson

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198402961

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      Attachment of the Boc group to pyrrole nitrogen can now be achieved by a universally applicable method. Preparation of the N-Boc derivatives 1 from the corresponding pyrroles has been accomplished with Boc2O in presence of the strong acylating catalyst 4-dimethylaminopyridine in CH3CN or CH2Cl2 at room temperature. A wide variety of substituents R1—R4 can be used.

    2. Rotational Barriers of 4-Aryl-1, 4-dihydropyridines (Ca Antagonists) (pages 301–302)

      Dr. Siegfried Goldmann and Dr. Walter Geiger

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403011

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      Indications of the “pharmacologically active conformation” of the cardiotherapeutic 1 were obtained by 1H-NMR investigations on model compounds. A rapidly adjusting rotameric equilibrium apparently exists between the (preferred) synperiplanar and the antiperiplanar forms of 1. Nifedipine 1, R [DOUBLE BOND] CH3, X [BOND] NO2, has acquired great importance as the active component in Adalat®.

    3. Hexa-tert-butylcyclotrisilane, a Strained Molecule with Unusually Long Si[BOND]Si and Si[BOND]C Bonds (pages 302–303)

      Dr. Annemarie Schäfer, Prof. Dr. Manfred Weidenbruch, Dr. Karl Peters and Prof. Dr. Hans-Georg von Schnering

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403021

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      A cyclotrisilane having remarkable properties, namely the title compound 1c, has been prepared. Unlike 1a and 1b, 1c is readily accessible, air-stable, and can be heated to its melting point (180°C) without decomposition. Judging from the bond lengths and bond angles 1c is highly strained and energy-rich; but once formed, the tBu groups ensure high stability.

    4. Synthesis and Structure of a B6N7 Phenalene (pages 303–304)

      Dipl.-Chem. Von Theo Gasparis-Ebeling and Prof. Dr. Heinrich Nöth

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403031

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      A novel system with annelated BN six-membered rings, the title compound 1, R [DOUBLE BOND] CH3, is surprisingly simply formed in high yields on reaction of B(SR)3 with R3Si[BOND]N(SnR3)2. Because of the bulky substituents at the periphery, 1 is not planar.

    5. Synthesis of the First Pt-Au Cluster by an Unexpected H-Substitution at trans-PtH(Cl)L2 (pages 304–305)

      Dr. Pierre Braunstein, Dr. Hans Lehner, Dr. Dominique Matt, Prof. Antonio Tiripicchio and Dr. Marisa Tiripicchio-Camellini

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403041

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      In a novel type of exchange reactions at monohydridoplatinum complexestrans-PtH(Cl)L2 (L=phosphane), H is replaced by Au2L2. 1 is the first compound containing Pt[BOND]Au bonds. The PtAu2 unit forms an isosceles triangle.

    6. Oxidation Reactions with “Naked” Permanganate Ions under Aprotic Conditions (pages 305–307)

      Prof. Dr. Hans Bock and Dipl.-Chem. Dieter Jaculi

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403051

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      The one-electron reduction of MnOmath image to MnOmath image can be achieved in anhydrous medium with dialkali-metal catecholates 1 in presence of crown ethers. The semiquinone radical anion 2 formed in the reaction was detected, inter alia, by ENDOR spectroscopy and cyclic voltammetry (M [DOUBLE BOND] Li, Na, K).

    7. Preparation and Crystal Structure of CuCo(CO)4: A Carbonylheterometal Complex Containing a Cu4Co4-Ring (pages 307–308)

      Dr. Peter Klüfers

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403071

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      The title compound, CuCo(CO)4, is a novel member of the E[Co(CO)4]n series of complexes. Its tetrameric structure with cyclic Cu4Co4 framework and distorted tetrahedral arrangement of the CO groups around Co follows from an X-ray structure analysis. By comparison with the homologous AgCo(CO)4, it can be estimated which effects are due to the difference in size of the Cu and Ag atoms.

    8. Diastereoselective Synthesis of Spiro[4.5]decanones by Intramolecular Sakurai Reactions (pages 308–309)

      Dr. Dieter Schinzer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403081

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      The ring closure of allylsilanes 1 leads in the presence of EtAlCl2 to functionalized spiroketones 2, which are of interest as precursors for natural products. This reaction proceeds diastereoselectively. With other Lewis acids, 2 is not obtained.

    9. 4H-1,4-Oxazocine, a Planar, Diatropic 10π-Dihetero[8]annulene? (pages 309–311)

      Bernhard Zipperer, Dr. Dieter Hunkler, Prof. Dr. Hans Fritz, Grety Rihs and Horst Prinzbach

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403091

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      Yes! is the answer to the question posed in the title of this communication: According to 1H- and 13C-NMR data, the parent compound 1, R [DOUBLE BOND] H, is diatropic. In derivatives with N-donor subsituents the heterocycle is diatropic and planar, in derivatives with N-acceptor subsituents, on the other hand, it is neither planar nor diatropic.

    10. [Cu12S8]4⊖: A Closed Binary Copper(I) Sulfide Cage with Cuboctahedral Metal and Cubic Sulfur Arrangements (pages 311–312)

      Peter Betz, Prof. Dr. Bernt Krebs and Dr. Gerald Henkel

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403111

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      As the largest Cu[BOND]S cluster known to date, [Cu12S8]4⊖ occupies a special position. It is the first copper(I) complex containing exclusively sulfidic ligands that has been isolated. The Ph4P salt is formed on reaction of CuCl2·2H2O with EtS and Li2S in the presence of Ph4PBr.

    11. Enantioselective Michael Additions with Optically Active CoII/Diamine Catalysts (pages 312–313)

      Prof. Dr. Henri Brunner and Benedikt Hammer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403121

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      Optical inductions of up to 66%ee have been achieved in the Michael addition of methyl vinyl ketone to methyl 1-oxo-2-indanecarboxylate to give (R)-1. The catalyst used was Co(acac)2/(+)-(nn); nn = H2NCPhH[BOND]CPhHNH2. Depending upon the conditions, the (S)-enantiomer can also be obtained. With the complex Co(acac)2[([BOND])-(nn)], (S)-1 is formed.

    12. 1-tert-Butylborirenes (pages 313–314)

      Christine Pues and Armin Berndt

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403131

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      The simplest boron compounds 1 with aromatic character have now been isolated in quantitative crude yields via a one-step synthesis. In the case of 1a, R [DOUBLE BOND] tBu, and 1b, R [DOUBLE BOND] SnMe3, the cyclic delocalization of the two π-electrons was detected NMR spectroscopically. The B atom is very strongly shielded, while the C atoms in the ring are noticeabley deshielded.

    13. Chiral Electron Transfer Compounds: Binaphtho[2,3-a]azulenequinone and Binaphtho[2,3-a]azulenehydroquinone Derivatives by Oxidative Coupling (pages 314–316)

      Johann Bindl, Dr. Georgios Pilidis and Prof. Dr. Jörg Daub

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403141

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      Novel quinonoid-hydroquinonoid compounds—the binaphthoazulene derivatives 1—could be prepared from the corresponding dialkoxynaphthoazulenes. The compounds 1 reveal a structure-specific rotameric equilibrium. 1a is obtained as a diastereomeric mixture (65:35, 30% de).

    14. Electrochemiluminescence of Tetrakis(diphosphonato)diplatinate(II) (pages 316–317)

      Prof. Dr. Arnd Vogler and Dr. Horst Kunkely

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403161

      Important information about the mechanism of redox reactions can be obtained from investigations of the electrochemiluminescence (ECL). So far, very few studies of this kind have been carried out on metal complexes. The ECL specrtrum of [Pt2(P2H2O5)4]4⊖ (A4⊖) in conjunction with other observations allows, inter alia, conclusions to be drawn about the Pt[BOND]Pt bond order in A3⊖, A4⊖, and A5⊖, about the half-lives of the oxidized (A3⊖) and the reduced complex (A5⊖), and about the redox potentials.

    15. Na3P21 and Li3P21, the First Polyphosphides with Isolated Pmath image Groups (pages 317–318)

      Prof. Dr. Marianne Baudler, Doris Düster, Dr. Klaus Langerbeins and Joachim Germeshausen

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403171

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      The largest Pn(m) species known so far is the henicosaphosphide(3—). The structure of the ion is secured by 2D-31P-NMR spectoscopy.

    16. Stereoselective Total Synthesis of Chlamydocin and Dihydrochlamydocin (pages 318–320)

      Prof. Dr. Ulrich Schmidt, Dr. Albrecht Lieberknecht, Dipl.-Ing. (FH) Helmut Griesser and Dipl.-Chem. Frank Bartkowiak

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403181

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      The tetrapeptide chlamydocin 1 exhibits extremely high cytostatic activity in vitro. In the stereoselective synthesis of 1, the chiral center at position 9 was obtained from natural tartaric acid, that at the α-position by enantioselective hydrogenation from the dehydroamino acid.

    17. Methyl(thioxo)phosphane: Generation and Trapping Reaction with Mn2(CO)10 (page 320)

      Prof. Dr. Ekkehard Lindner, Konrad Auch, Dr. Wolfgang Hiller and Riad Fawzi

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403201

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      H3C[BOND]P[DOUBLE BOND]S, the first organophosphorus species with a PIIIS double bond, could be generated as intermediate by dehalogenation of the phosphorane H3CP(S)Cl2 with highly reactive magnesium. It was trapped with Mn2(CO)10. The H3C[BOND]P[DOUBLE BOND]S ligand in complex 1 is coupled side-on with Mn(CO)4 and end-on via the P atom with Mn(CO)5.

    18. 2-Amino-5-sulfinylfurans from Sulfonylacetylenes and Ynamines (pages 321–322)

      Prof. Dr. Gerhard Himbert, Steffen Kosack and Priv.-Doz. Dr. Gerhard Maas

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403211

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      Furans 4, and not cyclobutadienes, are the final products of the reaction of some 1-alkynylanilines 1 with sulfonylacetylenes 2. Even if the formation of cyclobutadienes as intermediates cannot be ruled out, the route via the cyclic “ylide” 3 still seems more plausible.

    19. Synthesis and Crystal Structure of the Dicarbido Bimetallic Cluster [CO6Ni2C2(Co)16]2− (pages 322–323)

      Aurora Arrigoni, Alessandro Ceriotti, Roberto Della Pergola, Giuliano Longoni, Mario Manassero, Norberto Masciocchi and Mirella Sansoni

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403221

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      In the title compound two C-atoms are located in the cavity of a cluster. The CċC distance in very short—only 1.49 Å (for comparison: CC single bond 1.54 Å)—but, as deduced from a consideration of the number of cluster valence electrons, a delocalized CC interaction is more probable than a localized one.

    20. X-Ray Spectroscopic Studies of the Surface Species in Co[BOND]Mo[BOND]Al2O3 Hydrodesulphurization Catalysts (pages 323–324)

      Dr. P. R. Sarode, G. Sankar, Dr. A. Srinivasan, Dr. S. Vasudevan, Prof. C. N. R. Rao and Prof. J. M. Thomas

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403231

      Octahedrally coordinated CoII and MoIV species are present on the surfaces of sulfided Co[BOND]Mo[BOND]Al2O3 catalysts used for hydrodesulfurization. They were characterized by XPE, EXAFS and XANES data. An “excess” of sulfur in the surface species can be explained in terms of the presence of Smath image ions. Disulfide bridges could play a role in the hydrodesulfurization.

    21. Remarks on Simon's Review Article “Intermetallic Compounds and the Use of Atomic Radii in Their Description”—Cell Dimensions of Phases with a Given Crystal Structure Do Not Generally Form a Homogeneous Data-Set (pages 324–325)

      Prof. Dr. Erwin Hellner and Prof. Dr. William B. Pearson

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403241

      Remarks on Simon's Review Article “Intermetallic Compounds and the Use of Atomic Radii in Their Description”—Cell Dimensions of Phases with a Given Crystal Structure Do Not Generally Form a Homogeneous Data-Set.

    22. Intermetallic Compounds and the Use of Atomic Radii in Their Description—Reply (pages 325–326)

      Prof. Dr. Arndt Simon

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198403251

      Intermetallic Compounds and the Use of Atomic Radii in Their Description—Reply

  3. Book Reviews

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

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