Angewandte Chemie International Edition in English

Cover image for Vol. 33 Issue 22

December 5, 1994

Volume 33, Issue 22

Pages 2231–2350

Currently known as: Angewandte Chemie International Edition

    1. Cover Picture (Angew. Chem. Int. Ed. Engl. 22/1994)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422291

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      The cover picture shows a host molecule constructed from calix[4]arene (red) and resorcinol units (blue) with an incarcerated guest, N,N-dimethylacetamide, in its cavity. Since the rotation of the guest molecule in the carceplex is hindered, the different orientations of the two components not linked by covalent bonds leads to a new type a stereoisomerism–“carceroisomerism”. More about these and analogous compounds may be found in the communication of D. N. Reinhoudt et al. on pages 2345–2348.

  1. Reviews

    1. Top of page
    2. Reviews
    3. Highlights
    4. Communications
    5. Corrigenda
    6. Book Reviews
    1. From an Insecticide to Plato's Universe—The Pagodane Route to Dodecahedranes: New Pathways and New Perspectives (pages 2239–2257)

      Prof. Dr. Horst Prinzbach and Dr. Klaus Weber

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422391

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      The productive interplay of planning, intuition, and serendipity—not to mention the unprecedented selectivites resulting from the “entropic support” of special cage structures—led to the synthesis of the parent skeleton 3 (R1–R4 = H) as well as a series of multiply functionalized and even perfunctionalized dodecahedranes. The most recently devised route requires only days for the three-step preparation of dodecahedranes from pagodanes 2. With a personal flair the author describes the individual phases of the pagodane route to dodecahedrane and persistent (σ bishomoaromatic) cage ions, “spin-offs” of the synthetic work with unusual through-space effects.

    2. Technetium Radiopharmaceuticals—Fundamentals, Synthesis, Structure, and Development (pages 2258–2267)

      Prof. Dr. Klaus Schwochau

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422581

      Almost optimal nuclear properties, ready availability, and exposure of the patient to relatively low levels of radiation account for the preferred use of radiopharmaceuticals with the nuclide 99mTc. The 99mTc compounds are used for describing the morphologic structure of organs and, in particular, testing their physiological function. In most cases they can be synthesized readily by reduction of 99mTcOmath image in the presence of suitable complexing ligands.

  2. Highlights

    1. Top of page
    2. Reviews
    3. Highlights
    4. Communications
    5. Corrigenda
    6. Book Reviews
    1. Taking Fullerenes from Large Molecules to Supramolecules (pages 2269–2271)

      Prof. Edwin C. Constable

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422691

      New perspectives for the purification of fullerenes, as well as for the separation of homoelemental allotropic modifications in general, have arisen from recent developments in host–guest chemistry with fullerenes as guests. Relevant research from the groups led by Yoshida, Atwood, and Shinkai is discussed here.

    2. The Selective Blocking of trans-Diequatorial, Vicinal Diols; Applications in the Synthesis of Chiral Building Blocks and Complex Sugars (pages 2272–2275)

      Dr. Thomas Ziegler

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422721

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      Use of the dispiroketal (Dispoke) and cyclohexane-1,2-diacetal (CDA) protecting groups enables the highly selective blocking of vicinal, trans-diequatorial diols in the presence of cis-1,2- and cis-1,3-diols. In particular for monosaccharides in which the selective blocking of individual hydroxyl functions is often difficult, Dispoke and CDA groups can be a useful extension of classical acetal protecting groups like benzylidene for 1,3-diols and isopropylidene for cis-1,2-diols.

  3. Communications

    1. Top of page
    2. Reviews
    3. Highlights
    4. Communications
    5. Corrigenda
    6. Book Reviews
    1. Synthesis and Structure of the First Hybrid Borazine—Phosphazene Ring (pages 2277–2279)

      Derek P. Gates, Dr. Ralf Ziembinski, Prof. Ian Manners, Prof. Arnold L. Rheingold and Brian S. Haggerty

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422771

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      One boron—chlorine bond perpendicular to the plane of the ring is significantly longer than the in-plane B[BOND]Cl bond—this is the surprising result of the X-ray structure analysis of the BNP heterocycle 1. The zwitterion 1 reacts with GaCl3 under halide abstraction to give 2, which possesses the first authentic hybrid borazine—phosphazene ring [Eq. (a)].

    2. Tetralithiated Dibenzyl(methyl)phosphane (pages 2279–2281)

      Dipl.-Chem. Martin Winkler, Dipl.-Chem. Martin Lutz and Prof. Dr. Gerhard Müller

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422791

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      Five lone pairs of electrons and four negative charges are contained in the carbanion of 2, which can be synthesized by dilithiation of 1. The novel tetralithiated compound 2, the first whose structure could be elucidated in the solid state, exists as a dimer in which eight Li+ ions form tight contact ion pairs with the anions.

    3. Phosphane Coordination to Magnesium: Synthesis and Structure of Bis[ortho, ortho′-bis{(dimethylphosphino)-methyl}phenyl]magnesium (pages 2281–2284)

      Dipl.-Chem. Andreas Pape, Dipl.-Chem. Martin Lutz and Prof. Dr. Gerhard Müller

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422811

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      The formation of four structurally favorable five-membered chelate rings stabilizes the first isolated organomagnesium phosphane complex 2. This complex is obtained by the addition of MgCl2 to the new organolithium reagent 1. The structure of 2, in which the Mg atom is six-coordinate with a distorted octahedral coordination geometry, is maintained in solution.

    4. Self-Assembly and Structure of a 3 × 3 Inorganic Grid from Nine Silver Ions and Six Ligand Components (pages 2284–2287)

      Dr. Paul N. W. Baxter, Prof. Dr. Jean-Marie Lehn, Prof. Dr. Jean Fischer and Dr. Marie-Thérèse Youinou

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422841

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      The self-assembly of fifteen components at one go—nine Ag+ ions and six rigid, linear 6,6′-bis[2-(6-methylpyridyl)]-3,3′-bipyridazine ligands—leads to formation of a 3 × 3 grid, a schematic representation of which is shown on the right. This type of inorganic supramolecular structure is expected have novel physical properties and open up new possibilities for information storage.

    5. [Cu44Se22(PEt2Ph)18] and [Cu44Se22(PnButBu2)12]: Synthesis and Structure of Two Copper Clusters with Isomeric Cu[BOND]Se Frameworks (pages 2287–2289)

      Dipl.-Chem. Stefanie Dehnen and Prof. Dr. Dieter Fenske

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422871

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      Treatment of copper(I) acetate with Se(SiMe3)2 in the presence of tertiary phosphanes leads to the formation of clusters 1 and 2. The crystal structures of these two clusters show that the Cu[BOND]Se frameworks are isomers, whose structures differ considerably as a result of different ligand shells. The Se22 framework of 2 is shown on the right.

      • equation image
    6. Cyclohexane-1,2-diacetals (CDA): A New Protecting Group for Vicinal Diols in Carbohydrates (pages 2290–2292)

      Prof. Dr. Steven V. Ley, Dr. Henning W. M. Priepke and Stuart L. Warrine

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422901

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      Selective protection of diequatorial hydroxyl groups in sugars is easily achieved with 1,1,2,2-tetramethoxycyclohexane (1) [Eq. (a)]. Carbohydrates protected in this way are stable to common derivitizations but can be easily deprotected under mild conditions.

    7. A Facile One-Pot Synthesis of a Trisaccharide Unit from the Common Polysaccharide Antigen of Group B Streptococci Using Cyclohexane-1, 2-diacetal (CDA) Protected Rhamnosides (pages 2292–2294)

      Prof. Dr. Steven V. Ley and Dr. Henning W. M. Priepke

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422921

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      The reactivity of sugars in glycosylation reactions can be tuned by the cyclohexane-1,2-diacetal (CDA) protecting group. In the efficient synthesis of trisaccharide 1 from three monosaccharide units, no functional group conversions are necessary between glycosylation steps.

    8. 1-Carba-arachno-pentaboranes(10) from Dimethyldi(1-propynyl)silane and Ethyldiboranes(6) (pages 2294–2296)

      Prof. Dr. Bernd Wrackmeyer, Prof. Dr. Roland Köster and Dipl.-Ing. Günter Seidel

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422941

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      The combination of Si[BOND]Calkynyl bond cleavage and exhaustive C[TRIPLE BOND]C hydroboration in a “hydride bath” is a new variant in the chemistry of organosilanes and -boranes. Diyne 1, for example, reacts to give two isomeric 1-carba-arachno-pentaboranes(10); 2 is the endo isomer.

    9. 1-Alkyl-2,5-(ortho-phenylene)-1-carbapenta-borane(10) (pages 2296–2298)

      Dr. Bernd Gangnus, Dipl.-Chem. Harald Stock, Prof. Dr. Walter Siebert, Dipl.-Chem. Matthias Hofmann and Prof. Dr. Paul von Ragué Schleyer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422961

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      An unexpected result was obtained from the reaction of 1 with borane. Instead of the nido-carborane 2, the arachno-carborane 3 was formed in more than 80% yield. The structural characterization is based on the comparison of experimental NMR data with those calculated at the ab initio level.

    10. The Structures of Alkyl Derivatives of arachno-1-CB4H10 from Reactions of B4H10 with Alkynes (pages 2298–2300)

      Dr. Mark A. Fox, Dr. Robert Greatrex, Dipl.-Chem. Matthias Hofmann and Prof. Dr. Paul von Ragué Schleyer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199422981

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      New insight into the cleavage of a C[BOND]C triple bond by the reactive borane intermediate {B4H8} under very mild conditions (70 °C) is provided by the structure of 1, the smallest known arachno-carborane. Comparison of experimental data with the results of ab initio/IGLO/NMR studies prove that 1 is the product isolated in low yields from the gas-phase reaction of B4H10 with MeC[TRIPLE BOND]CH. Reactions with EtC[TRIPLE BOND]CH and MeC[TRIPLE BOND]CMe gave analogues of 1, but the parent compound 2,5-μ-CH2-1-CB4H8 was not accessible.

    11. Intramolecular [2 + 2] Cycloadditions of 2,2′-Bis(1-arylvinyl)-Substituted Biphenyls Induced by Photo Electron Transfer (pages 2300–2301)

      Prof. Dr. Axel G. Griesbeck, Dipl.-Chem. Oliver Sadlek, Prof. Dr. Klaus Gollnick and Dr. Kurt Polborn

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423001

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      Efficient and highly stereoselective is the synthesis of cyclobutaphenanthrene 2 (which cannot be prepared by classical photochemical routes) through the intramolecular cycloisomerization induced by photo electron transfer of the 2,2′-bis-(1-arylvinyl)-substituted biphenyls 1. A = 9,10-anthracenedicarbonitrile; Ar = Ph, p-MePh, p-OMePh.

    12. Biomimetic Phosphonylation and Phosphorylation of Glycoses and Deoxynucleosides (pages 2302–2303)

      Dipl.-Bioeng. Svetomir B. Tzokov, Dr. Emilia K. Bratovanova, Prof. Dr. Dimiter D. Petkov and Doz. Dr. Ivan T. Devedjiev

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423021

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      In a one-pot reaction with yields of over 80%, phosphonic or phosphoric acids 1 (R1, R2 = H/OH and OH/OH, respectively) react with glucose or thymidine (dimethoxytrityl derivative) as the alcohol, and propylene oxide or epichlorohydrin 2 (X = CH3 and CH2Cl, respectively) as the condensation agent to give the respective alkyl phosphonates and phosphates 4. The biomimetic reaction proceeds presumably via intermediate 3.

    13. Nonclassical 1,2-Diboretanes and 1,2-Diborolanes (pages 2303–2306)

      Dipl.-Chem. Dirk Steiner, Dipl.-Chem. Christian Balzereit, Dipl.-Chem. Heinz-Jürgen Winkler, Dr. Nicolaos Stamatis, Prof. Dr. Werner Massa, Prof. Dr. Armin Berndt, Dipl.-Chem. Matthias Hofmann and Prof. Dr. Paul von Ragué Schleyer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423031

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      Experiment and theory both indicate that four- and five-membered rings containing two neighboring boron atoms–like the corresponding three-membered ring compounds—favor nonclassical structures with a B-H-B bridge (1 and 2, respectively) when the electron deficiency at boron is not reduced by donor substituents.

    14. A 1,3-Diboratabenzene (pages 2306–2308)

      Dipl.-Chem. Christian Balzereit, Dipl.-Chem. Heinz-Jürgen Winkler, Prof. Dr. Werner Massa and Prof. Dr. Armin Berndt

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423061

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      The first dilithium compound of a 1,3-diboratabenzene (1 shown on the right) was synthesized by reduction (Li/THF) of a tetracarbahexaborane. Its lithium ions are positioned 170.3 pm above and 166.6 pm below the nearly planar six-membered ring.

    15. Corrphycene: A New Porphyrin Isomer (pages 2308–2312)

      Prof. Dr. Jonathan L. Sessler, Eric A. Brucker, Steven J. Weghorn, Dipl.-Chem. Michael Kisters, Dipl.-Chem. Martin Schäfer, Dr. Johann Lex and Prof. Dr. Emanuel Vogel

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423081

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      An upswing for porphyrin isomers! Until the discovery of porphycene, the possibility that tetrapyrrolic macrocycles isomeric to porphyrin could exist was completely ignored. Now a new porphyrin isomer, termed corrphycene, has been synthesized as its tetraethyltetramethyl derivative 1 through a reductive carbonyl coupling. Isomer 1 has a planar ring framework and acts as a surprisingly good porphyrin-like ligand, even though its central N4 coor-dination core has a trapezoidal shape.

    16. Practical and Rapid Vicinal Hydroxylation of Alkenes by Catalytic Ruthenium Tetraoxide (pages 2312–2313)

      Dr. Tony K. M. Shing, Vincent W.-F. Tai and Eric K. W. Tam

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423121

      Within minutes simple olefins, α,β-unsaturated ketones and esters, allyl acetates, and allyl benzyl ethers can be cis-dihydroxylated. The oxidation, an extension of Sharpless's method, is conducted with 0.07 equivalents of RuCl3·3H2O and 1.5 equivalents of NaIO4 in a two-phase solvent system consisting of ethyl acetate, acetonitrile, and water at 0 °C! The low extent of diol cleavage and ketol formation is surprising.

    17. Self-Assembly of a Dimeric Porphyrin Host (pages 2313–2316)

      Dr. Christopher A. Hunter and Luke D. Sarson

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423131

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      A large cavity is found in the remarkably stable, self-assembled dimers that form spontaneously from covalently linked zinc porphyrin/pyridine compounds. This cavity recognizes terephthalamides through the formation of hydrogen bonds (picture right; R = NH(alkyl), N(alkyl)2).

    18. Synthesis and Structure of the First Stable Germaneselone (pages 2316–2317)

      Tsuyoshi Matsumoto, Prof. Dr. Norihiro Tokitoh and Prof. Dr. Renji Okazaki

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423161

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      Air- and moisture-sensitive, yet thermally stable under an inert atmosphere, the diaryl germaneselone 2 is synthesized by deselenation of heterocycle 1. The aryl substituents shield the Ge[DOUBLE BOND]Se bond and thus hinder oligomerization of the monomer 2.

    19. Biomimetic Model for a Photosynthetic Reaction Center: A Porphyrin with a Covalently Linked, Redox-Active Crown Ether (pages 2318–2320)

      Dr. Licheng Sun, Dr. Jörg von Gersdorff, Dr. Dominique Niethammer, Peizhu Tian and Prof. Dr. Harry Kurreck

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423181

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      A flexible tetramethylene spacer covalently links the porphyrin and quinone moieties in 1. The (photo chemical) properties of this system can be selectively modified by complexation of the crown ether fragment or by incorporation of the molecule in an anisotropic medium.

    20. An Enantioselective Synthesis of Deoxynojirimycin (pages 2320–2322)

      Andrew J. Rudge, Dr. Ian Collins, Dr. Andrew B. Holmes and Dr. Raymond Baker

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423201

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      An intramolecular nitrone cycloaddition of the N-alkenylnitrone 2 is the key piperidine ring forming reaction in a novel twelve-step synthesis of deoxynojirimycin (1). The highly regioselective elimination of H2O from the secondary alcohol 3 with the Martin sulfurane afforded alkene 4. Ozonolysis and reduction of the ozonide with DIBAL-H were used for the controlled introduction of the required equatorial substituent.

    21. [Mn4Te4(SC3H7)4]4− and [Mn4Te4(SeC3H7)4]4−: Novel Heterocubane Clusters of Manganese (pages 2322–2324)

      Dr. Hans-Oscar Stephan and Prof. Dr. Gerald Henkel

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423221

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      Discrete complex ions with distorted cubane structure and tetrahedrally coordinated Mn centers are found in the first thiolato-substituted heterocubane complex 1a (shown on the right without iPr groups) and the analogous selenato complex 1b. Complexes 1 are also the first cubane clusters with mixed chalcogen ligand spheres containing exclusively divalent metal centers.

      • equation image
    22. Structure of a Mixed Phosphate/Phosphonate Layered Zirconium Compound from Synchrotron X-Ray Powder Diffraction Data (pages 2324–2326)

      Dr. Damodara M. Poojary, Baolong Zhang and Prof. Dr. Abraham Clearfield

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423241

      A big step forward through synchrotron irradiation: The novel phosphatozirconium compound 1 is the structure with the largest organic complexant that has been successfully analyzed by powder diffraction methods. Even the light atoms could be localized and refined. The layers of ZrO6 octahedra and tetrahedra of PO4 and PO3C are linked together by hydrogen bonds, and could therefore be suitable for ion-exchange and intercalation reactions.

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    23. Unusually Large Isotope Effects on NMR Chemical Shifts of Paramagnetic Organometallic Compounds (pages 2326–2328)

      Dr. Robert A. Heintz, Prof. Dr. Klaus H. Theopold and Thomas G. Neiss

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423261

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      H/D exchange in the paramagnetic cluster [{Cp″Cr(μ3-H)}4] (1) with [D6] benzene yielded a mixture of isotopomers including [{Cp″Cr(μ3-D)}4] ([D4]-1). In the 13C NMR spectrum of this mixture the chemical shifts displayed unusually large isotope effects (up to Δδ = 3 per H/D exchange!), caused by the paramagnetism of the molecules. The effect was used to study dynamic processes in the hydride cluster.

    24. Hf3Te2: A New and Remarkable Layered Compound (pages 2328–2330)

      Robert L. Abdon and Prof. Timothy Hughbanks

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423281

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      The synthesis of metal-rich compounds can still yield fundamentally new compounds! Strongly metallic Hf3Te2, the first reduced hafnium telluride, is prepared from the elements. Its surprisingly simple, layered structure is formally related to that of body-centered cubic (bcc) metal and contains three layers of hafnium in a bcc-like arrangement sandwiched between double layers of tellurium. These slabs are held together by van der Waals interactions. (In the picture dark spheres represent Hf and light spheres Te.)

    25. Synthesis and Characterization of the First Compounds Containing a Stable Phosphirenyl Cation: Crystal and Molecular Structure of [Ni(η3-PC2tBu2)(η5-P3C2tBu2)W(CO)5] (pages 2330–2332)

      Dr. Anthony G. Avent, Prof. Dr. F. Geoffrey N. Cloke, Dr. Kevin R. Flower, Dr. Peter B. Hitchcock, Prof. Dr. John F. Nixon and David M. Vickers

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423301

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      Cocondensation of Ni vapor with the phosphaalkyne tBu[TRIPLE BOND]P affords complex 1, which can be substituted at the P3C2 ring with W(CO)5 to give 2. The presence of the first stable phosphirenyl cation was confirmed by spectroscopy and X-ray crystallography.

    26. Phase Transitions in Self-Assembled Monolayers Detected by Electrochemistry (pages 2332–2335)

      Antonella Badia, Prof. R. Bruce Lennox and Dr. Roberta Back

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423321

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      Order–disorder transitions in alkanethiol monolayers (schematic representation below) have been detected by temperature-dependent electrochemistry of a redox pair at a gold electrode with alkanethiols. The electron transfer is clearly not a result of electron tunneling, but instead involves a permeability of the monolayer to the redox species.

    27. Synthesis of the First Microporous Aluminum Phosphonate with Organic Groups Covalently Bonded to the Skeleton (pages 2335–2337)

      Kazuyuki Maeda, Yoshimichi Kiyozumi and Dr. Fujio Mizukami

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423351

      A hydrothermal procedure is used to prepare the molecular sieve Al2 (CH3PO3)3 (1). This compound has a new three-dimensional framework, in which one six-coordinate and two four-coordinate Al centers are bound to the CH3PO3 units. The channel walls of the micropores of 1 are probably not lined with O atoms but with methyl groups.

    28. 1-Oxa-3,5,7,9-tetraazadecapentaene, a Model Oligonitrile with a Helical Structure in the Crystalline State (pages 2337–2339)

      Dr. Martin Buhmann, Prof. Dr. Ernst-Ulrich Würthwein, Dr. Manfred H. Möller and Dipl.-Ing. Ute Rodewald

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423371

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      Though isoelectronic with polyacetylene, well-defined polynitriles (polyazapolyenes) have not previously been investigated. A 1-oxa-3,5,7,9-tetraaza-1,3,5,7,9-decapentaene, which is a model for longer oligo- and polynitriles with defined chain structures, has now been synthesized. In the crystal three isomers with different helix structures (e.g. 1) are present. Ab initio calculations show that the structures in the solid state do not correspond to the lowest energy structures in the gas phase—presumably as a result of packing effects.

    29. Tether-Directed Remote Functionalization of Buckminsterfullerene: Regiospecific Hexaadduct Formation (pages 2339–2342)

      Lyle Isaacs, Richard F. Haldimann and Prof. François Diederich

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423391

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      An overall yield of 35% based on C60 was obtained in the synthesis of hexaadduct 1. First, bis- and trisadducts of C60 were prepared regiospecifically by tether-directed remote functionalization. Further functionalization of the trisadduct via a single tetraadduct gave the pseudooctahedral hexaadduct 1 regiospecifically. All intermediates were isolated in pure form without the use of tedious, scale-limiting HPLC methods.

    30. Polar Superstructures Stabilized by Polymeric Oxometal Units: Columnar Liquid Crystals Based on Tapered Dioxomolybdenum Complexes (pages 2342–2345)

      André G. Serrette and Prof. Timothy M. Swager

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423421

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      Antiferroelectric behavior is not exhibited by the liquid crystalline phases of 1, n = 10, 12, 14, 16. This indicates new prospects for novel polar materials. Antiferroelectric behavior in 1 is prevented by the polymeric structure (·· Mo[DOUBLE BOND]O … Mo[DOUBLE BOND]O··) of the mesophase and its hexagonal symmetry. The range of mesophase stability is 25–45 K, from about 95 to 141 °C.

    31. A Novel Type of Stereoisomerism in Calix[4]arene-Based Carceplexes (pages 2345–2348)

      Dr. Peter Timmerman, Dr. Willem Verboom, Dr. Ir. Frank C. J. M. van Veggel, Dr. John P. M. van Duynhoven and Prof. Dr. Ir. David N. Reinhoudt

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423451

      Different orientations of the guest in the cavity of a carcerand lead to a new type of stereoisomerism, “carceroisomerism”. The structure of the host–guest compound (which is shown on the cover of this issue) and its dynamic behavior was studied in detail by NMR methods. Such compounds could perhaps find application as molecular switches for electronic devices.

  4. Corrigenda

    1. Top of page
    2. Reviews
    3. Highlights
    4. Communications
    5. Corrigenda
    6. Book Reviews
    1. You have free access to this content
      Corrigenda (page 2348)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199423481

  5. Book Reviews

    1. Top of page
    2. Reviews
    3. Highlights
    4. Communications
    5. Corrigenda
    6. Book Reviews

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