Angewandte Chemie International Edition in English

Cover image for Vol. 25 Issue 4

April 1986

Volume 25, Issue 4

Pages 297–382

Currently known as: Angewandte Chemie International Edition

    1. Cover Picture (Angew. Chem. Int. Ed. Engl. 4/1986)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198602971

      Thumbnail image of graphical abstract

      The cover shows the structure of a complex in which, for the first time, cyclo-P5 could be stabilized. The planar cyclo-P5 forms the middle layer of a tripledecker complex, which is completed by two chromium atoms and two pentamethyecyclopentadienyl ligands. Since a cyclo-P6 complex (“hexaphosphabenzene”) was synthesized last year by the same research group and since cyclo-P4 (“tetraphosphabutadine”) also be stabilized in a complex? Further details on the cyclo-P5 complex are reported by O. J. Scherer et al. on page 363ff.

  1. Reviews

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    5. Corrigenda
    1. Adolf von Baeyer's Scientific Achievements — a Legacy (pages 297–311)

      Prof. Rolf Huisgen

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198602973

      Thumbnail image of graphical abstract

      A fascinating episode in the history of organic chemistry comes alive through examination of Adolf von Baeyer's work. Not only the ring-strain theory, which is now one hundred years old, but also numerous discoveries concerning indigo, benzene, and many other classes of substances are linked with Baeyer's name. The picture on the right shows the scientist at 72 years of age.

    2. The Concept of Strain in Organic Chemistry (pages 312–322)

      Prof. Kenneth B. Wiberg

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603121

      Thumbnail image of graphical abstract

      The ring-strain theory, which Adolf von Baeyer formulated one hundred years ago, has been expanded in many directions; today, strain is discussed in terms of bond-length and bond-angle distortions as well as nonbonding interactions. Only in such terms can the stability of such highly strained compounds as tetra-tert-butyltetrahedrane and [1.1.1]propellane be understood.

    3. Ordering of Ionic Solutes in Dilute Solutions through Attraction of Similarly Charged Solutes—A Change of Paradigm in Colloid and Polymer Chemistry (pages 323–334)

      Prof. Dr. Norio Ise

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603231

      The crucial role of counterions in solutions of macroions and ionic latex particles is revealed by a new theory, which explains the surprising behavior of these species. According to X-ray spectroscopic studies, these ions are arranged nearly regularly—lattice-like—in dilute solutions. Measured and calculated distances can be interpreted in terms of attraction between similarly charged particles in the presence of counterions.

  2. Communications

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    5. Corrigenda
    1. 10,10′-Bi(trispiro[]decylidene): a Highly Nucleophilic Olefinic Hydrocarbon (pages 335–336)

      Dipl.-Chem. Horst Wenck, Prof. Dr. Armin de Meijere, Prof. Dr. Fabian Gerson and Prof. Dr. Rolf Gleiter

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603351

      Thumbnail image of graphical abstract

      The title compound 1 is a record olefin in more ways than one. Not only the four α-but also the two β-spirocyclopropane groups exert a donor effect on the double bond. The π-ionization potential of 7.3 eV and the oxidation potential of 0.74 V are the lowest values observed so far for monoolefins without heteroatom donor substituents.

    2. Bicyclic Host Cavities Derived from Triphenylamine—Guest Selectivity and Redox Properties (pages 336–338)

      Dipl.-Chem. Heinrich Schrage, Dr. Joachim Franke, Prof. Dr. Fritz Vögtle and Prof. Dr. Eberhard Steckhan

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603361

      Thumbnail image of graphical abstract

      Large, substrate-selective cavities are present in the new, water-soluble macrobicyclic compounds 1, X, Y [DOUBLE BOND] N, and 2, X [DOUBLE BOND] N, Y [DOUBLE BOND] C-CH3. Because the triphenylamine nitrogen can be oxidized electrochemically to the radical cation, these host compounds may be electrochemically modified (“switched on and off”). Compounds such as 1 and 2 are also of interest as models for redox enzymes.

    3. [(η5-C5H5)2Mo2(CO)4(PPh)2], a Diphosphene Complex with a Butterfly Structure (pages 338–339)

      Prof. Dr. Dieter Fenske and Dipl.-Chem. Kurt Merzweiler

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603381

      Thumbnail image of graphical abstract

      The Mo2P2 bicyclobutane complex 2 is formed by diphosphene transfer from the nickel complex 1 to [{C5H5)Mo(CO)3}2]. In the educt, the (PhP)2 ligand is trans, in the product cis. The P[BOND]P bond length in 2 is 213.6 pm, the Mo[BOND]Mo bond length 418.7 pm.

    4. Simple Synthesis of Anthracyclinones by Cyclization of an Intermediate Hydroxynitronate (pages 339–340)

      Prof. Dr. Karsten Krohn and Dr. Wahyudi Priyono

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603391

      Thumbnail image of graphical abstract

      Nitromethane has great advantages as a C1 building block in anthracyclinone synthesis. The 9-OH group is introduced simultaneously with C-10 (R4 [DOUBLE BOND] OH).

    5. Structure Determinations of Pentatetraenes—Comparison of the Structures of Cumulenes (pages 340–342)

      Prof. Dr. Hermann Irngartinger and Dr. Wolfgang Götzmann

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603401

      Thumbnail image of graphical abstract

      The number (n) of double bonds in a cumulene system has a very strong effect on the structure. For cumulenes with n = 3 and 5, both the alternation in the bond lengths and the substituent effects are larger than for allenes (n = 2) and cumulenes with n = 4. The structure analyses of 1a and 1b have now made possible the direct comparison of variously substituted pentatetraenes.

    6. The Elucidation of the Constitution of Glycopeptides by the NMR Spectroscopic COLOC Technique (pages 342–344)

      Prof. Dr. Horst Kessler, Dr. Wolfgang Bermel, Dipl.-Chem. Christian Griesinger and Dr. Cenek Kolar

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603421

      Thumbnail image of graphical abstract

      The structure elucidation of the disaccharide-serine derivative 1 demonstrates how the two-dimensional NMR spectroscopic COLOC technique may be used to assign heteronuclear long-range couplings and thus answer the following questions: (1) How are the sugar residues linked? (2) Is the sugar indeed linked to the amino acid through a urethane unit? (3) At which positions are the various protecting groups?

    7. The Phenol ⇌ 2,4-Cyclohexadienone Equilibrium in Aqueous Solution (pages 344–345)

      Dipl.-Chem. Marco Capponi, Ivo Gut and Prof. Dr. Jakob Wirz

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603441

      Thumbnail image of graphical abstract

      The “aromaticity” of phenol is manifested by an increase in the enolization constant and the C[BOND]H acidity constant of 2,4-cyclohexadienone by more than 20 orders of magnitude compared with the corresponding constants of acetone. The first experimental estimate of these values was achieved by the combination of kinetic measurements with flash photolysis and 1H-NMR spectroscopy.

    8. Enantiomer Separation of (R,S)-2-(tert-Butyl)-3-methyl-4-imidazolidinone, a Chiral Building Block for Amino Acid Synthesis (pages 345–346)

      Dipl.-Natw. Robert Fitzi and Prof. Dr. Dieter Seebach

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603451

      Thumbnail image of graphical abstract

      Both enantiomers of the title compound (R,S)-1 are obtainable by crystallization with (S)-([BOND])-mandelic acid. (R)- and (S)-1 can be benzoylated on N-1; the derivatives so obtained may be used to prepare branched and nonbranched, proteogenous and nonproteogenous amino acids.

    9. Organic Reactions at High Pressure: Cycloaddition Reactions of 11-Methylene-1,6-methano[10]annulene (pages 346–348)

      Prof. Dr. Frank-Gerrit Klärner, Dr. Barbara M. J. Dogan, Richard Weider, Prof. Dr. David Ginsburg and Prof. Dr. Emanuel Vogel

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603461

      Thumbnail image of graphical abstract

      A remarkable pressure dependence is exhibited by the reaction of 11-methylene-1,6-methano[10]annulene with dicyanoacetylene. At normal pressure, one obtains the 1:1 adduct 1a/1b, a fluxional system that is the first example of its kind of a methylenenorcaradiene/heptafulvene valence tautomerism. At 7000 bar, the main product formed is the 2:1 adduct 2. Despite the less favorable geometry, 2 must have been formed by [8+2] cycloaddition of dicyanoacetylene to 1b.

    10. Tetrakis(diphenylphosphino)allene (pages 348–349)

      Prof. Dr. Hubert Schmidbaur and Dipl.-Chem. Thomas Pollok

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603481

      Thumbnail image of graphical abstract

      A one-pot reaction afforded the title compound 1, R [DOUBLE BOND] Ph, in 60% yield via lithiation of 1-diphenylphosphinopropyne with n BuLi followed by reaction with ClPPh2. The colorless, crystalline allene 1 is very reactive: for example, it reacts with oxygen, sulfur, and selenium to give the corresponding chalcogenides 2a-c.

    11. First Crystal Structure Analysis of an Aliphatic Carbocation—Stabilization of the 3,5,7-Trimethyl-1-adamantyl Cation by C[BOND]C Hyperconjugation (pages 349–350)

      Dr. Thomas Laube

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603491

      Thumbnail image of graphical abstract

      That hyperconjugation can result in extreme stabilization is confirmed by the first X-ray structure analysis of an aliphatic carbocation. Until now, only carbocations stabilized by π-electron systems or heteroatoms had been studied. The differences in bond lengths in the 3,5,7-trimethyladamantyl cation 1 (0.18(2) Å) are greater than those in compounds exhibiting the largest anomeric effects. 1′ is therefore the best description of the structure of the cation.

    12. Ge4.06I, an Unexpected Germanium Subiodide—a Tetragermanioiodonium(III) Iodide with Clathrate Structure [Ge46 − xIx]I8, x = 8/3 (pages 350–352)

      Dr. Reinhard Nesper, Dipl.-Ing. Jan Curda and Prof. Dr. Hans-Georg von Schnering

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603501

      Thumbnail image of graphical abstract

      Upon rapid thermal decomposition of GeI2—an important reaction for the chemical transport of germanium—the metastable subiodide Ge4.06I, a semiconductor with a clathrate structure, is formed. The clathrate framework is made up of Ge and I3+, and I ions are present in the cavities: [Ge46-8/3I8/3]I8·Ge4.06I forms dendrite-like intergrown cubes, as shown in the picture on the right.

    13. Valence Tautomerism of the Heptaheteronortricycles [P7 − xAsx]3− (pages 352–353)

      Dr. Wolfgang Hönle and Prof. Dr. Hans-Georg von Schnering

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603521

      Solutions of the mixed crystals Rb3[P7−xAsx] in ethylenediamine contain almost the entire series of the heptaheteronortricycle anions P7−xAsx, as has been demonstrated by 31P-NMR spectroscopy; only [PAs6]3- could not be detected with certainty. [P6As]3− and [P5As2]3− are preferentially formed, but not [P4As3]3− as would be expected on the basis of the concept of topological charge stabilization. Very suprisingly, exchange reactions do not take place.

    14. [NbAs8]3−, a Novel Type of Complex and an Unexpected One-Dimensional Chain Structure: math image[Rb{NbAs8}]2− (pages 353–354)

      Prof. Dr. Hans-Georg von Schnering, Dipl.-Chem. Juliana Wolf, Dr. Dieter Weber, Dipl.-Chem. Rafael Ramirez and Dr. Teodoro Meyer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603531

      Thumbnail image of graphical abstract

      A serendipitous result was obtained when too much rubidium was used in the synthesis of Rb3As7 in a niobium tube: the surprising product is a complex containing the anion [NbAs8]3−1. This is the first example of an octacycle acting as an η8-ligand to coordinate a metal atom at its center. With Rb+, one-dimensional chains math image[Rb{NbAs8}]2− are formed, even though the strong complex formers 2,2,2-crypt and ethylenediamine were present during the crystallization.

    15. Intramolecular Addition of 2-(Trimethylsilyl)methyl-substituted Alkyl Cations to Double Bonds–Synthesis of Bicyclo[3.3.0]octane Derivatives (pages 354–356)

      Prof. Dr. Junes Ipaktschi and Dr. Gerald Lauterbach

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603541

      Thumbnail image of graphical abstract

      The title reaction, a transformation that theoretically should be difficult, has been successfully carried out. The exploitation of two “β effects” was crucial: β-silicon stabilizes the intermediate allyl cation and two geminal methyl groups in the β position control the course of the reaction. An example is the transformation of 1 into 2, which is converted into 3 under acid catalysis.

    16. An α-Functionalized Organomanganese(II) Derivative: a Dinuclear Manganese(II) Complex with a σ-Bond α-Thioalky Ligand (pages 356–357)

      Dr. Edouard Marc Meyer and Prof. Dr. Carlo Floriani

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603561

      Thumbnail image of graphical abstract

      The coordination number 5, two Mn[BOND]C σ-bonds and two hard donor ligands characterize the organomanganese(II) complex 1. It is accessible by reaction of [MnCl2(thf)2] with phenylthiomethyllithium and is stable at room temperature (X-ray structure analysis). Compound 1 reacts like a typical Grignard reagent with benzaldehyde.

    17. η3-1-Phosphaallyliron Complexes with Additional W(CO)5-Coordination at the Phosphorus—the 1-Phosphaallyl Ligand as 5e-Donor (pages 357–359)

      Dr. François Mercier, Prof. Jean Fischer and Dr. François Mathey

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603571

      Thumbnail image of graphical abstract

      Binuclear WFe complexes containing a phosphaallyl bridge can be synthesized from W(CO)5-stabilized vinylphosphanes such as 1 (R [DOUBLE BOND] H) by reaction with the Fe2 complex 2. In the product 3, the bridging ligand functions simultaneously as a 2e and 3e donor. The structure was elucidated by X-ray diffraction analysis.

    18. The Schrock Carbyne-Complex [Cl3(dme)W[TRIPLE BOND]CCMe3], a Highly Reactive Catalyst for the Metathesis of Alkenes (pages 359–360)

      Dr. Karin Weiss

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603591

      Thumbnail image of graphical abstract

      A metallacycle that is both an alkyl and a carbene complex is the active catalyst in the metathesis of cyclopentene and 1-octene with [Cl3(dme)W[TRIPLE BOND]CCMe3] (dme = dimethoxyethane). Poly-1-pentenylene (70%) is formed from cyclopentene in 3 h at 20°C; complexes such as 1 are assumed to be key intermediates. These results explain, in particular, the steric course of metathesis reactions.

    19. Synthesis of O-Glycopeptides of the Tumor-Associated TN- and T-Antigen Type and Their Binding to Bovine Serum Albumin (pages 360–362)

      Prof. Dr. Horst Kunz and Dipl.-Chem. Stefan Birnbach

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603601

      The synthesis of immunologically relevant conjugates from bovine serum albumin (BSA) and glycotripeptides with TN- and T-antigen structures has been achieved for the first time. In the glycoserylserylthreonines, two monosacharide (TN) and two disaccharide (T) units are α-glycosidically linked with serine and threonine; they correspond to the N-terminal structural elements of glycophorin A with M blood group characteristics. The synthesis is accomplished by means of a special protecting group technique (Sacch = mono- or disaccharide unit).

      • equation image
    20. cyclo-P5 as Complex Ligand—the Phosphorus Analogue of the Cyclopentadienyl Ligand (pages 363–364)

      Prof. Dr. Otto J. Scherer, Dipl.-Chem. Joachim Schwalb, Dr. Gotthelf Wolmershäuser, Priv.-Doz. Dr. Wolfgang Kaim and Dipl.-Chem. Renate Gross

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603631

      Thumbnail image of graphical abstract

      A milestone for the chemistry of phosphorus-containing complexes is the synthesis of the black-red cyclo-P5 complex 1, which is metallic in appearance. In light of the overwhelming significance of the cyclopentadienyl ligand in organometallic chemistry, the isovalent isoelectronic cyclo-P5 would appear to hold much promise. ESR investigations indicate that 1 is a mixed valence complex (d4/d5 system), which can be readily oxidized and reduced.

    21. Reductive Coupling of CO: Formation of a 1:1 Adduct of η2-Ketone- and Enediolato-Complex upon Carbonylation of Bis(cyclopentadienyl)hafnacyclobutane (pages 364–365)

      Prof. Dr. Gerhard Erker, Dipl.-Chem. Peter Czisch, Dipl.-Chem. Rüger Schlund, Dipl.-Chem. Klaus Angermund and Prof. Dr. Carl Krüger

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603641

      Thumbnail image of graphical abstract

      The hafnacyclobutane 1 takes up 1.5 equivalents of CO very rapidly even under normal conditions, forming the polycyclic complex 4 as sole product in good yield. 4 is a stable 1:1 adduct of [(η2-ccyclobutanone)HfCp2] 2 and the hafnocene enediolate complex 3, the formation of which involves the coupling of two CO molecules——possibly via the intermediacy of the η2-ketone complex 2.

    22. Methylmalonylcarba(dethia)-Coenzyme A as Substrate of the Coenzyme B12-Dependent Methylmalonyl-CoA Mutase: Enzymatic Rearrangement of a β- to a γ-Keto Acid (pages 366–367)

      Dipl.-Chem. Martina Michenfelder and Prof. Dr. János Rétey

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603661

      Thumbnail image of graphical abstract

      Coenzyme A analogues with [BOND]CH2[BOND] instead of [BOND]S[BOND] are model compounds that may be used to gain insight into the mechanism of action of methylmalonyl-CoA mutase. Propionylcarba(dethia)coenzyme A 1 was synthesized and enzymatically carboxylated to the methylmalonate derivative 2. The coenzyme B12-dependent enzymatic rearrangement of the β-keto acid 2 to the γ-keto acid 3 is the first of its kind to be described.

    23. Nickel-Induced Cyclotetramerization of Cyclopropabenzene to 1,6:7,12:13,18:19,24-Tetrakismethano[24]annulene (pages 367–368)

      Dr. Richard Mynott, Prof. Dr. Richard Neidlein, Dipl.-Chem. Harald Schwager and Prof. Dr. Günther Wilke

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603671

      Thumbnail image of graphical abstract

      The [24]annulene 1 containing four CH2 bridges is surprisingly formed in the twostep organometallic title reaction. The key intermediate is a bismethano-bridged nickelacyclotridecahexaene with two PMe3 ligands. Upon treatment of this complex with PMe3, the final product 1 is formed by reductive elimination.

    24. Carbohydrate-Based Liquid Crystals: Mesogenic 1-O-Alkyl Derivatives of 2,5-Anhydrohexitols (pages 368–369)

      Prof. Dr. Peter Köll and Dipl.-Chem. Michael Oelting

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603681

      Thumbnail image of graphical abstract

      Structural elements of sugars and fatty alcohols are present in the title compounds, which form thermotropic liquid crystals (for n≥6). This is substantiated by two series with L-ido and D-gluco configuration. The value of n was varied from 5 to 17.

    25. (Z)-[6]Paracycloph-3-ene (pages 369–371)

      Dr. Yoshito Tobe, Ken-ichi Ueda, Dr. Kiyomi Kakiuchi and Dr. Yoshinobu Odaira

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603691

      Thumbnail image of graphical abstract

      The smallest isoiable paracyclophane, the title compound 1, was obtained by thermal valence isomerization of the Dewar benzene isomer 2. The 1H-NMR and, in particular, the UV spectra indicate that the benzene ring in 1 deviates much more strongly from planarity than in [6]paracyclophane.

    26. [Cp(CO)2Mo{NR*[Rh(norbornadiene)]-CH(pyridyl)}], a Rhodium Complex with an Asymmetric Molybdenum Atom in the Chelate Skeleton (pages 371–373)

      Prof. Dr. Henri Brunner, Dr. Joachim Wachter, Dipl.-Chem. Johann Schmidbauer, Prof. George M. Sheldrick and Priv.-Doz. Peter G. Jones

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603711

      Thumbnail image of graphical abstract

      Four centers of chirality—2 × C, 1 × N, 1 × Mo—are present in the title compound 1, R* = (R)-1-CHMePh. Complex 1 is characterized, among other things, by a slightly bent CO group, which is in close contact to Rh. A complicated series of ring openings and epimerizations is suggested as a plausible route to 1.

    27. [(α-Cyanobenzyllithium. Tetramethylethylenediamine)2. Benzene]: X-ray Structure Analysis of an α-Nitrile “Carbanion” (pages 373–374)

      Prof. Dr. Gernot Boche, Michael Marsch and Dr. Klaus Harms

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603731

      Thumbnail image of graphical abstract

      A “ketene iminate”

      and not a carbanion

      is present in the title compound 1·C6H6. The bond lengths in the CCN group deviate considerably from those in ketene imines such as 2. In comparison, enolates have practically the same bond lengths as enol ethers. This difference is due to the different stabilization of a negative charge by nitriles and carbonyl compounds.

    28. Benzo[c]benzo[3,4]cinnolino[1,2-a]cinnoline, a Chiral Hydrazine Derivative (pages 374–375)

      Hans Fischer, Claus Krieger and Prof. Dr. Franz A. Neugebauer

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603741

      Thumbnail image of graphical abstract

      The spontaneous crystallization of the enantiomers of the title compound 1 (space group P21) has been observed. The X-ray structure analysis reveals a pyramidal arrangement of the substituents on the nitrogen atoms. The large barrier to racemization (27.1 kcal mol−1) is largely due to the gauche effect of the vicinal lone pairs of electrons.

    29. Strontium and Barium Alkoxostannates(II)—Molecules with S6 Symmetry (pages 375–377)

      Prof. Dr. Michael Veith, Dipl.-Chem. Dieter Käfer and Dr. Volker Huch

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603751

      Thumbnail image of graphical abstract

      A quantitative separation of calcium and strontium is made possible by the reaction of M(OtBu)2 (M [DOUBLE BOND] Sr, Ca) with [Sn(OtBu)2]2 in benzene (!). The strontium salt dissolves quantitatively; the calcium salt is insoluble. In the process, the polycycle shown on the right is formed; it is even soluble in hexane and its structure is reminiscent of that of SrO.

    30. Diels-Alder Adducts of Benzene with Arenes and Their [4+2] Cycloreversion (pages 377–378)

      Dipl.-Chem. Achim Bertsch, Prof. Dr. Wolfram Grimme and Dr. Gerd Reinhardt

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603771

      Thumbnail image of graphical abstract

      The retrocleavage of the adducts 1–5 proceeds according to a synchronous mechanism. The resonance energy gain in the products is 11 to 40 kcal/mol; in each case, 40% of this gain is reflected in a reduction of the energy of the transition state.

  3. Book Reviews

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

    1. Top of page
    2. Reviews
    3. Communications
    4. Book Reviews
    5. Corrigenda
    1. You have free access to this content
      Corrigendum (page 382)

      Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.198603821