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  • Articles: DFG German National Licenses  (3)
  • Azabicycles  (2)
  • Deuterated 1,3-cyclohexadienes  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 209-215 
    ISSN: 0009-2940
    Keywords: Rhodium chloride ; Hydrogen transfer ; Deuterated 1,3-cyclohexadienes ; Isotope effects ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Hydrogen Transfer Reactions, 19.  -  The Catalysis of Hydrogen Transfer and 1,5-H Shift by Rhodium(III) Chloride in Homogeneous Organic SystemsIn homogeneous solution, partly in the presence of a phase-transfer catalyst, rhodium(III) chloride catalyzes the disproportionation of 1,3-cyclohexadiene and to a lesser extent 1,5-H shifts. In the start phase the catalyst is reduced to the active monovalent state. In these catalytic systems the dehydrogenation proceeds stereoselectively. - This was shown by tracer experiments and isotopes effects using deuterated 1,3-cyclohexadienes 1a - d, which were synthesized with high isotopomeric purity.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 122 (1989), S. 1153-1160 
    ISSN: 0009-2940
    Keywords: N,N-Ylides ; Azabicycles ; Rearrangements ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Regio- and Stereoselectivity in Rearrangements of Bicyclic N, N-YlidesUnder the influence of strong bases both 2-amino-2-azoniabicyclo[2.2.1]hept-5-enes and -[2.2.2]oct-5-enes rearrange. Insertion of the exocyclic nitrogen produces [3.3.0] and [4.3.0] systems, respectively. Correct stereochemistry at the ammonium atom is necessary for this 2,3-shift.
    Notes: 2-Amino-2-azoniabicyclo[2.2.1]hept-5-ene und -[2.2.2]oct-5-ene lagern sich basenkatalysiert unter Einschiebung des exocyclischen Stickstoffs ausschließlich in [3.3.0]- bzw. [4.3.0]-Systeme um. Diese 2,3-Verschiebung erfolgt nur bei geeigneter sterischer Anordnung am Ammonium-Stickstoff.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 635-643 
    ISSN: 0009-2940
    Keywords: Rearrangement ; Azabicycles ; Ring opening ; Lithium coordination ; Regio- and stereoselectivity ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Regio- and Stereoselectivity in Anionic Ring Opening Reactions of 2-Azabicyclo[3.2.0]heptane DerivativesIn the regioselective ring opening of 1 via the dianion 1c the intermediacy of 2a is proven by labeling experiments. The regioselective cleavage of the four-membered ring in 3 by LiAlH4 proceeds stereoselectively both in the ring and the side chain positions of 4 as shown with deuterated compounds. The regioselectivity is kinetically controlled, the transition state 13 being stabilized by the tendency of lithium ions for complexation.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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