Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative (Articolo in rivista)

Type
Label
  • Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative (Articolo in rivista) (literal)
Anno
  • 2003-01-01T00:00:00+01:00 (literal)
Alternative label
  • Consoli G. M. L., Cunsolo F., Geraci C., Neri P. (2003)
    Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative
    in Tetrahedron letters
    (literal)
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  • Consoli G. M. L., Cunsolo F., Geraci C., Neri P. (literal)
Pagina inizio
  • 53 (literal)
Pagina fine
  • 56 (literal)
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  • 44 (literal)
Rivista
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  • 4 (literal)
Note
  • ISI Web of Science (WOS) (literal)
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  • Istituto di Chimica Biomolecolare—Sezione di Catania, C.N.R., Via del Santuario 110, I- 95028 Valverde (CT ), Italy Dipartimento di Chimica, Universita` di Salerno, Via S. Allende 43, I- 84081 Baronissi (SA ), Italy (literal)
Titolo
  • Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative (literal)
Abstract
  • Reaction of p-tert-butylcalix[8]arene 1 with adipoyl chloride in the presence of NaH as the base yielded singly and doubly intrabridged esters 2-4 and 6. Surprisingly, calix[8]arene monospirodienone derivative 7 was also isolated, which was originated by O2 oxidation. The conditions of this oxidation were optimized leading to a novel synthetic approach to calixarene monospirodienones based on the O2/NaH/acyl-chloride oxidizing system. Xantheno calix[8]arenes 8-8a were obtained by rearrangement of 7. (literal)
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