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  • 1
    Electronic Resource
    Electronic Resource
    Kleine Ringe, 89. Eine alternative Synthese von Tetra-tert-butyltetrahedran (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 169-172 
    Details
    ISSN: 0947-3440
    Keywords: Cyclobutadiene ; Tetrahedrane ; Azete ; Cyclopropenyldiazomethane ; Valence isomers of pyridazine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Small Rings, 89. - An Alternative Synthesis of Tetra-tert-butyltetrahedraneCyclopropenyldiazomethane 3 is an ideal precursor for tetra-tert-butyltetrahedrane (6). Both, photochemical and thermal decomposition of 3 lead to cyclobutadiene 7, which can be photoisomerized to tetrahedrane 6. Tetra-tert-butyltetrahedrane (6) is also formed directly by a cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in carbene 4. This is the first example for the synthesis of a tetrahedrane, which does not occur via the corresponding cyclobutadiene. The formation of pyridazine 10 dominates the thermolysis of 3. Azete 12 is obtained both by photolysis as well as by thermolysis of Dewar-pyridazine 11, the irradiation product of 10.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199519950123
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  • 2
    Electronic Resource
    Electronic Resource
    Tetrahedrane and Cyclobutadiene (1988)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 27 (1988), S. 309-332 
    Details
    ISSN: 0570-0833
    Keywords: Tetrahedrane ; Cyclobutadiene ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tetra-tert-butyltetrahedrane - a useless molecule? In the first part of this progress report an attempt is made to answer this provoking question in order that the reader can evaluate why it is worthwhile to track such an esoteric molecule. An account of the unusual properties of tetra-tert-butyltetrahedrane, the only tetrahedrane unequivocally identified so far, and the most highly strained saturated hydrocarbon of all, is followed by a summary of attempts to synthesize the parent compound. The emphasis in these two sections is on our own research achievements. Since any discussion of the tetrahedranes must necessarily include the corresponding cyclobutadienes, it was found appropriate to organize the article at the same time as a final account of the cyclobutadiene problem. Masamune[8c] characterized his excellent report in 1980 in the journal Tetrahedron as a comma in the history of cyclobutadiene. Meanwhile, the significant questions have been answered. The time is now ripe to replace the comma by a full stop.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198803093
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  • 3
    Electronic Resource
    Electronic Resource
    The Cyclobutadiene ProblemDedicated to Professor Karl Winnacker on the occasion of his 70th birthday (1974)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 13 (1974), S. 425-438 
    Details
    ISSN: 0570-0833
    Keywords: Cyclobutadiene ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cyclobutadiene has recently become the center of reawakened interest. By use of the matrix isolation technique, cyclobutadienes can now be prepared as monomers frozen in matrices. Thus both the unsubstituted parent compound and its alkyl-substituted derivatives are amenable to study. The present progress report surveys the entire field; however, particular emphasis is placed on the author's own results from investigations concerning this classical problem of organic chemistry.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.197404251
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