Photoisomerization and photohydration of 3-hydroxystyrylnaphthalenes (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Photoisomerization and photohydration of 3-hydroxystyrylnaphthalenes (Articolo in rivista) (literal)

Anno

• 2005-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1039/b505168a (literal)

Alternative label

• E. Bandini, P. Bortolus, I. Manet, S. Monti, G. Galiazzo and G. Gennari, (2005)
  Photoisomerization and photohydration of 3-hydroxystyrylnaphthalenes
  in Photochemical & photobiological sciences (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• E. Bandini, P. Bortolus, I. Manet, S. Monti, G. Galiazzo and G. Gennari, (literal)

Pagina inizio

• 862 (literal)

Pagina fine

• 868 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 4 (literal)

Rivista

• Photochemical & photobiological sciences (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• E. Bandini, P. Bortolus, I. Manet, S. Monti: ISOF-CNR (literal)

Titolo

• Photoisomerization and photohydration of 3-hydroxystyrylnaphthalenes (literal)

Abstract

• Fluorescence and trans --> cis photoisomerization are the main deactivation paths following excitation of trans-1-(2'-naphthyl)-2-(3'-hydroxyphenyl)ethene (trans-2,3NOH) in cyclohexane, methanol and acetonitrile. The quantum yield of both processes is wavelength dependent: this is due to the presence of conformational isomers deriving from rotation of the naphthyl group around the single bond with ethene. Addition of water to acetonitrile quenches the fluorescence (lambda(max) = 380 nm). In CH3CN/H2O (4/6, v/v) the emission spectrum displays a broad band with maximum at similar to 550 nm besides the original quenched fluorescence. This indicates that 2,3-NOH undergoes acid-base equilibration in the singlet excited state as supported by the enhancement of the fluorescence quantum yield with increasing acidity of the medium. Ground and excited state acidity constants have been determined. The main photochemical process is photohydration, i.e. water addition to the ethene bond. Fluorescence and photohydration have the same sigmoidal dependence on the acid concentration, which indicates that the undissociated form of singlet excited 2,3NOH is the photoreactive species. Laser. ash photolysis experiments allowed identification of the reactive intermediates. The photophysics of trans-1-(1'-naphthyl)-2-(3'-hydroxyphenyl) ethene (trans-1,3NOH) is similar to that of 2,3NOH as regards the effect of water on fluorescence and the acid-base behaviour in the ground and first excited singlet state; the main photochemical process is trans --> cis photoisomerization together with photocylization to hydroxychrysene in neutral water/acetonitrile, but with lower yield compared to cyclohexane, and photohydration in strongly acidic medium. (literal)

Prodotto di

• Sintesi e caratterizzazione mediante metodologie chimiche innovative, di scaffold molecolari per l'individuazione di nuove molecole biologicamente attive. (PM.P03.011.002) (Modulo)
• Studio delle interazioni legando-recettore in sistemi modello mediante metodi spettroscopici e fotofisici (LEGARE) (PM.P06.005.002) (Modulo)
• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)

Autore CNR

• SANDRA MONTI (Persona)
• PIETRO BORTOLUS (Unità di personale interno)
• ELISA BANDINI (Unità di personale interno)
• ILSE GERT MANET (Unità di personale interno)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Sintesi e caratterizzazione mediante metodologie chimiche innovative, di scaffold molecolari per l'individuazione di nuove molecole biologicamente attive. (PM.P03.011.002) (Modulo)
• Studio delle interazioni legando-recettore in sistemi modello mediante metodi spettroscopici e fotofisici (LEGARE) (PM.P06.005.002) (Modulo)

Autore CNR di

• ELISA BANDINI (Unità di personale interno)
• ILSE GERT MANET (Unità di personale interno)
• SANDRA MONTI (Persona)
• PIETRO BORTOLUS (Unità di personale interno)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Photochemical & photobiological sciences (Rivista)