Synthesis of p-tert-Butyl-5,5' -bicalix[4]arene and Access to 5,5'-Bicalix[4]arenes Functionalized at the Upper Rim (Articolo in rivista)

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Label
  • Synthesis of p-tert-Butyl-5,5' -bicalix[4]arene and Access to 5,5'-Bicalix[4]arenes Functionalized at the Upper Rim (Articolo in rivista) (literal)
Anno
  • 2005-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.2174/1570178053765357 (literal)
Alternative label
  • Consoli G. M. L. ; Cunsolo F. , Geraci C.; Neri P. (2005)
    Synthesis of p-tert-Butyl-5,5' -bicalix[4]arene and Access to 5,5'-Bicalix[4]arenes Functionalized at the Upper Rim
    in Letters in organic chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Consoli G. M. L. ; Cunsolo F. , Geraci C.; Neri P. (literal)
Pagina inizio
  • 252 (literal)
Pagina fine
  • 257 (literal)
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  • 2 (literal)
Rivista
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  • 6 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 3 (literal)
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Istituto di Chimica Biomolecolare, sez. di Catania, C.N.R., Via del Santuario 110, I-95028 Valverde (CT), Italy; Dipartimento di Chimica, Università di Salerno, Via S. Allende 43, I-84081 Baronissi (Salerno), Italy (literal)
Titolo
  • Synthesis of p-tert-Butyl-5,5' -bicalix[4]arene and Access to 5,5'-Bicalix[4]arenes Functionalized at the Upper Rim (literal)
Abstract
  • Compound 1, a double p-tert-butylcalix[4]arene with direct para-para linkage, was obtained by FeCl3-mediated oxidative coupling of 5,11,17-tri-p-tert-butyl-26,27,28-tribenzoyloxycalix[4]arene-25-ol (4) followed by alkaline hydrolysis. With respect to the de-tert-butylated counterpart 1a, a different reactivity of 1 was observed in the NaH-promoted propylation, which gave octapropyl double-cone atropisomer 6 with higher stereoselectivity. Under competitive conditions 6 was selectively mononitrated at the biphenyl system, whereas ipso-nitration at t-Bubearing rings was obtained using a larger excess of HNO3. (literal)
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