Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides (Articolo in rivista)

Type
Label
  • Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides (Articolo in rivista) (literal)
Anno
  • 2014-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tet.2014.05.024 (literal)
Alternative label
  • Sansotera M.; Gambarotti C.; Famulari A.; Baggioli A.; Soave R.; Venturini F.; Meille S.V.; Wlassics I.; Navarrini W. (2014)
    Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides
    in Tetrahedron (Oxf., Online)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Sansotera M.; Gambarotti C.; Famulari A.; Baggioli A.; Soave R.; Venturini F.; Meille S.V.; Wlassics I.; Navarrini W. (literal)
Pagina inizio
  • 5298 (literal)
Pagina fine
  • 5309 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://www.scopus.com/inward/record.url?eid=2-s2.0-84902300751&partnerID=q2rCbXpz (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 70 (literal)
Rivista
Note
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Dipartimento di Chimica, Materiali e Ingegneria Chimica Giulio Natta, Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy; Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia dei Materiali, Via G. Giusti 9, 50121 Firenze, Italy; CNR-ISTM, Istituto di Scienze e Tecnologie Molecolari, via Golgi 19, 20133 Milano, Italy; Solvay Specialty Polymers, viale Lombardia 20, 20021 Bollate (MI), Italy (literal)
Titolo
  • Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides (literal)
Abstract
  • Perfluoroalkyl radicals, generated by thermal decomposition of perfluorodiacyl peroxides, react selectively with quinone rings of 1,4-naphthoquinones. In the presence of a non-conjugated alkene such as 1-hexene, perfluoroalkyl radicals add to the double bonds of the olefin forming a radical adduct, which selectively adds to the naphthoquinone ring. Several perfluorodiacyl peroxides have been synthesized and used for the direct and alkene-mediated functionalization of naphthoquinones. Geometrical parameters and electron density topology of all perfluorodiacyl peroxides have been calculated by the density functional formalism and quantum theory of atoms in molecules to attempt a rationalization of the experimental reactivity. © 2014 Elsevier Ltd. All rights reserved. (literal)
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