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  • opening of the three-membered ring  (1)
  • pyrazoline  (1)
  • 1
    ISSN: 1573-9171
    Keywords: ferrocene ; quinuclidine ; pyrazoline ; pyrimidine ; ferrocenyl-1,3-dime ; [4+2]cycloaddition ; carbocations ; alkylation ; dimerization ; X-ray structural analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Biologically active nitrogen heterocycles (1–7) containing ferrocene and quinuclidine fragments were synthesized. 3-Methylene-2-ferrocenylmethylenequinuiclidine forms adducts withN-phenylimides of azodicarboxylic (the structure was established by X-ray structural analysis) and malefic acids. 3-Methylene-2-fer-rocenylmethylenequinticlidine also undergoes [4+2]-cyclodimerization when heated and adds salts of the 3-methyl-2-ferrocenylmethyleneI-azoniabicyclo[2.2.2]oct-3-yl cation at the terminal methylene group to form a linear addition product.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-9171
    Keywords: ferrocenylcyclopropane ; ferrocenylcyclopropene ; dehydrobromination ; catalytic hydrogenation ; [4+2[-cycloaddition ; opening of the three-membered ring ; carbocations ; alkylation ; X-ray diffraction analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Crystalline 3-ferrocenyl-3-phenylcyclopropene was obtained by dehydrobromination of 2-bromo-l-ferrocenyl-l-phenylcyclopropane with potassiumtert-butoxide in dimethyl sulfoxide. The compound synthesized undergoes catalytic hydrogenation to l-ferrocenyl-I-phenylcyclopropane, reacts with 1,3-diphenylisobenzofuran to give the expected product of stereospecific [4+2[-cycloaddition and 3-ferrocenylindene, and also undegoes opening of the small ring on treatment with superacids to give 3-ferrocenylindene as the major product. The data of single crystal X-ray diffraction analysis of 1-ferrocenyl-l-phenylcyclopropane and the diene adduct of 3-ferrocenyl-3-phenylcyclopropene with 1,3-diphenylisobenzofuran are given.
    Type of Medium: Electronic Resource
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