http://www.cnr.it/ontology/cnr/individuo/prodotto/ID18153
Chemically modified tetranitro-oxacalix[4]arenes: synthesis and conformational preferences of tetra-N-(1-octyl)ureido-oxacalix[4]arenes (Articolo in rivista)
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- 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)
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- C.Capici, D.Garozzo, G.Gattuso, A.Messina, A.Notti, M.F.Parisi, I.Pisagattia, S.Pappalardo (literal)
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- 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 15, 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 610, which upon
treatment with an excess of 1-octyl isocyanate were converted into the title compounds 1115,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)
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