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  • 1
    ISSN: 0947-3440
    Keywords: 3,5-Diaryl-1,2-dithiolium salts ; 3,5-Diaryl-1,2,4-dithiazolium salts ; Metal cyclopentadienides ; 3,7-Dithiatricyclo[,8]deca-4,9-diene ; 3,5-Dithiatricyclo[,6]deca-7,9-diene ; 3,7-Dithia-5-azatricyclo[,8]deca-4,9-diene ; Diels-Alder reactions ; Nitrogen heterocycles ; Sulfur heterocycles ; Polycycles ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction of the 3,5-diaryl-1,2-dithiolium salts 2 with the metal cyclopentadienides 4 and 9 leads to the formation of the tricyclic compounds 6 and 10 via a ring-opened intermediate, which undergoes an intramolecular Diels-Alder cyclization. Compounds 6 and 10 rearrange by treatment with boron trifluoride-diethyl ether to the isomeric compounds 7 and 11. The structures 6f and 7f were confirmed by X-ray analysis. Condensation of the 3,5-diaryl-1,2,4-dithiazolium salts 3 with the metal cyclopentadienides 4 affords the tricyclic compounds 12, which do not rearrange by Lewis acid catalysis.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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