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  • Electronic Resource  (7)
  • 1965-1969  (7)
  • 1890-1899
  • 1860-1869
  • 1965  (7)
  • 1863
  • Alkenes  (4)
  • Alkylidenephosphoranes  (3)
  • Phosphorus  (3)
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Material
  • Electronic Resource  (7)
Years
  • 1965-1969  (7)
  • 1890-1899
  • 1860-1869
Year
Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Eliminations from Olefins (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 49-68 
    Details
    ISSN: 0570-0833
    Keywords: Elimination ; Alkenes ; Alkynes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Eliminations from olefins are very often initiated by bases, and usually lead to formation of acetylene derivatives. In view of the numerous side-reactions and subsequent additions or rearrangments observed, the nature of the base used is of considerable significance. Organometallic bases are very versatile. In addition to dehydrohalogenation, dehalogenation by metals, and also thermolytic and photolytic eliminations. (e.g. the retrodiene reaction with exchange of substituents) are discussed. Elimination from low-membered cyclic olefins yields cycloalkynes having strained ring-systems, and the existence of these can be demonstrated by trapping them. The mechanisms known for β-elimination (E2, E1 and E1cB) occur also in the case of olefins; however - due to the sp2-hybridization of the carbon atoms taking part - they are realized with different rates of reaction relative to saturated compounds. α-Eliminations from olefines having aryl residues in the β-position lead to formation of arylacetylenes by rearrangement of the carbon skeleton. The mechanism of this reaction, which is known as the Fritsch-Buttenberg-Wiechell rearrangement, is discussed in considerable detail, and several variations of the reaction are considered. According to present-day knowledge carbenes are involved in α-eliminations only when both β-positions of the olefin are occupied by aliphatic substituents, or when they are occupied by aromatic residues where rearrangement to acetylenes is impossible for steric reasons (as for example with 9-chloromethylenefluorene). With organolithium compounds a number of dehydrohalogenations, which are formally β-eliminations, actually proceed via deprotonation on the halogenbearing carbon atom (α-metallation). α-Metallations are the rate-determining steps when ether is used as solvent, but proceed quickly in tetrahydrofuran even at low temperatures. Compounds of the type \documentclass{article}\usepackage{amssymb}\pagestyle{empty}\begin{document}$\raise1pt\hbox{$〉$}{\rm C}\raise1pt\hbox{=\kern-3.45pt=}{\rm C(Li)Cl}$\end{document} may be prepared by this method and are recognized as intermediates in α-eliminations.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196500491
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Color and Constitution of Azo Compounds (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 457-471 
    Details
    ISSN: 0570-0833
    Keywords: Color ; Azo compounds ; Azobisphosphoric acid ; Phosphorus ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Attempts to explain the surprising violet color of the new azobisphosphonic acid derivatives Y2OP—N=N—POY2 have led to the preparation and spectroscopic characterization of more than 60 azo compounds. The long-wavelength n → π* transitions on which the color depends exhibit regularities which justify the assumption of substitutent-specific absorption increments. The complex relation between color and constitution of azo compounds can be qualitatively explained with the aid of orbital models. Infrared and ultraviolet spectral data show that conjugation is inhibited by tetra-coordinated phosphorus (V). the π-system of these compounds therfore comprises only for atoms, P·N·N·P. The unexpected violet color of the phosphorus azo compounds can be ascribed to a π*/d orbital interaction. The substituent effects described have general significance, and n→π*transitions of other chromophores are similarly affected.
    Additional Material: 14 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196504571
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  • 3
    Electronic Resource
    Electronic Resource
    New Reactions of Alkylidenephosphoranes and their Preparative Uses. Part I: The Acid-Base Character of Phosphonium Salts and AlkylidenephosphoranesParts II and III will appear shortly in this journal. (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 583-587 
    Details
    ISSN: 0570-0833
    Keywords: Alkylidenephosphoranes ; Phosphonium salts ; Synthetic methods ; Phosphoranes ; Ylides ; Alkenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Phosphonium salts may be regarded as Bronsted acids, and alkylidenephosphoranes as the conjugate bases. Compounds of the two classes exist in equilibrium with each other. Phosphonium salts and alkylidenephosphoranes can be obtained by this “transylidation”. Other methods are also given for the preparation of members of both classes.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196505831
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  • 4
    Electronic Resource
    Electronic Resource
    New Reactions of Alkylidenephosphoranes and their Preparative Uses. Part II. Alkylidenephosphoranes and Halogen CompoundsFor Part I see Angew. Chem. 77,609 (1965), Angew. Chem. internat. Edit. 4, 583 (1965). Part III will appear shortly in this journal. (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 645-660 
    Details
    ISSN: 0570-0833
    Keywords: Alkylidenephosphoranes ; Phosphonium salts ; Synthetic methods ; Phosphoranes ; Ylides ; Alkenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of alkylidenephosphoranes with compounds containing halogens can be used to prepare ylides, which can be converted in to useful products, e.g. by hydrolysis, by thermal decomposition, or by other reactions. Examples of such products are ketones including cyclic, unsaturated, and branched-chain ketones (including cyclic, unsaturated, and branched-chain ketones), carboxlic esters (including those of unsaturated, branched- chain, polyenecarboxylic, acetylenecarboxylic, and allenecarboxylic acids), and aldehydes.
    Additional Material: 10 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196506451
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  • 5
    Electronic Resource
    Electronic Resource
    New Reactions of Alkylidenephosphoranes and their Preparative Uses IIIFor Part I, see Angew. Chem. 77, 609 (1965) Angew. Chem. internat. Edit. 4, 583 (1965); for Part II, see Angew. Chem. 77, 651 (1965); Angew. Chem. internat. Edit. 4, 645 (1965).. Alkylidenephosphoranes and Reagents Containing Multiple Bonds (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 830-838 
    Details
    ISSN: 0570-0833
    Keywords: Alkylidenephosphoranes ; Phosphonium salts ; Synthetic methods ; Phosphoranes ; Ylides ; Alkenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A few examples of preparatively useful syntheses using alkylidenephosphoranes and substances containing a C—N or C—C double bond are the preparations of olefins, allenes, pyran derivatives, and cyclopropane derivatives. Olefins, ketones, and monocyclic compounds can be obtained by autoxidation of alkylidenephosphoranes; α, β-dioxo compounds (including cyclicones) can be prepared by oxidation with peroxy-acids. Alkylidenephosphoranes can also be used for the synthesis of azines and Schiff bases. Of the many possibilities offered by the Wittig reaction, only the preparation of tritiated aldehydes and olefins will be considered.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196508301
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  • 6
    Electronic Resource
    Electronic Resource
    Heterocycles Containing Phosphorus (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 1023-1038 
    Details
    ISSN: 0570-0833
    Keywords: Heterocycles ; Phosphorus ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The preparation of heterocycles containing phosphorus is described. The chemical behavior of ring systems containing trivalent phosphorus is mainly determined by their phosphine character; heterocyclic behavior in the ordinary sense is shown by rings containing functional groups. Syntheses and reactions of cyclic compounds of pentavalent and hexavalent phosphorus are particularly interesting.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196510231
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  • 7
    Electronic Resource
    Electronic Resource
    New Products of Reaction of Organometallic Compounds with Sulfur, Selenium, Tellurium, and Phosphorus (1965)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 4 (1965), S. 1007-1013 
    Details
    ISSN: 0570-0833
    Keywords: Sulfur ; Selenium ; Tellurium ; Phosphorus ; Organometallic compounds ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bond fission of molecular sulfur, selenium, and tellurium by lithiotriphenylmetal compounds (of Ge, Sn, Pb) is summarized. The products are suitable as starting materials for synthesis of new “ether analogues”. Transphenylation with tetraphenylstannane is interpreted as a high-temperature variant of the usual fission of chalcogen molecules by nucleophilic reagents. In principle, transphenylation can be applied also to other elements, as is illustrated for phosphorus. In the syntheses achieved, many of the tin-phosphorus compounds arising as intermediates can be isolated.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.196510071
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