Chemically modified tetranitro-oxacalix[4]arenes: synthesis and conformational preferences of tetra-N-(1-octyl)ureido-oxacalix[4]arenes (Articolo in rivista)

Type
Label
  • Chemically modified tetranitro-oxacalix[4]arenes: synthesis and conformational preferences of tetra-N-(1-octyl)ureido-oxacalix[4]arenes (Articolo in rivista) (literal)
Anno
  • 2009-01-01T00:00:00+01:00 (literal)
Alternative label
  • C.Capici, D.Garozzo, G.Gattuso, A.Messina, A.Notti, M.F.Parisi, I.Pisagattia, S.Pappalardo (2009)
    Chemically modified tetranitro-oxacalix[4]arenes: synthesis and conformational preferences of tetra-N-(1-octyl)ureido-oxacalix[4]arenes
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • C.Capici, D.Garozzo, G.Gattuso, A.Messina, A.Notti, M.F.Parisi, I.Pisagattia, S.Pappalardo (literal)
Pagina inizio
  • 199 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • VIII (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#note
  • ImpactFactor=1,253 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Titolo
  • Chemically modified tetranitro-oxacalix[4]arenes: synthesis and conformational preferences of tetra-N-(1-octyl)ureido-oxacalix[4]arenes (literal)
Abstract
  • Tetranitro-oxacalix[4]arenes 1–5, prepared by direct SNAr reaction of 1,5-difluoro-2,4-dinitrobenzene with the appropriate aromatic diol (pyrocatechol, resorcinol, hydroquinone,2,7-dihydroxynaphthalene, and 4,4-dihydroxybiphenyl), were subjected to Raney-nickel reduction to provide the corresponding tetraamino-oxacalix[4]arenes 6–10, which upon treatment with an excess of 1-octyl isocyanate were converted into the title compounds 11–15,featuring a pair of 1,3-bis-[N-(1-octyl)ureido]phenylene moieties doubly connected at their 4,6-positions by rigid spacers of varied geometry. All new oxacalix[4]arenes were characterized by MALDI-TOF spectrometry and NMR spectroscopy. H NMR data and ab initio calculations support saddle-shaped conformations for oxacalix[4]arenes incorporating pyrocatechol, resorcinol and 2,7-dihydroxynaphthalene nucleophilic components, and boatshaped conformations for derivatives possessing hydroquinone and 4,4´-dihydroxybiphenyl spacers. (literal)
Prodotto di
Autore CNR

Incoming links:


Autore CNR di
Prodotto
data.CNR.it