Site-selective assembly between 1,8-diiodoperfluorooctane and 4,7,8,11-tetraazahelicene driven by halogen bonding (Articolo in rivista)

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  • Site-selective assembly between 1,8-diiodoperfluorooctane and 4,7,8,11-tetraazahelicene driven by halogen bonding (Articolo in rivista) (literal)
Anno
  • 2011-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1080/10610278.2010.521841 (literal)
Alternative label
  • Biella, Serena; Cametti, Massimo; Caronna, Tullio; Cavallo, Gabriella; Forni, Alessandra; Metrangolo, Pierangelo; Pilati, Tullio; Resnati, Giuseppe; Terraneo, Giancarlo (2011)
    Site-selective assembly between 1,8-diiodoperfluorooctane and 4,7,8,11-tetraazahelicene driven by halogen bonding
    in Supramolecular chemistry (Print); Gordon and Breach Science Publishers, New York (Stati Uniti d'America)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Biella, Serena; Cametti, Massimo; Caronna, Tullio; Cavallo, Gabriella; Forni, Alessandra; Metrangolo, Pierangelo; Pilati, Tullio; Resnati, Giuseppe; Terraneo, Giancarlo (literal)
Pagina inizio
  • 256 (literal)
Pagina fine
  • 262 (literal)
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  • http://www.tandfonline.com/ (literal)
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  • 23 (literal)
Rivista
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  • DOI: 10.1080/10610278.2010.521841 (literal)
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  • 7 (literal)
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  • 3-4 (literal)
Note
  • ISI Web of Science (WoS) (literal)
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  • Polytechnic University of Milan; Istituto Italiano di Tecnologia - IIT; University of Bergamo; Consiglio Nazionale delle Ricerche (CNR) (literal)
Titolo
  • Site-selective assembly between 1,8-diiodoperfluorooctane and 4,7,8,11-tetraazahelicene driven by halogen bonding (literal)
Abstract
  • The X-ray diffraction analysis on single crystals obtained from the self-assembly of 1,8-diiodoperfluorooctane 1 with the tetraazahelicene derivative 2 revealed a site-selective pattern of halogen bonds (XBs) in the solid state. Indeed, two non-equivalent XBs drive the formation of an indefinitely repeating pentameric (1)3 center dot(2)2 unit. Interestingly, the N...I-C bonding formation occurred selectively on the pyridazinic/cinnolinic nitrogen atoms of the tetraazahelicene unit, which were preferred over the pyridinic/quinolinic ones. On the basis of molecular electrostatic potential and molecular orbital analyses, DFT calculations predicted and explained well this site-selective XB formation, thus demonstrating to be efficient tools for the prediction of the XB site selectivity in similar polynitrogen systems. (literal)
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