Revealing Phenylium, Phenonium, Vinylenephenonium and Benzenium Ions in Solution (Articolo in rivista)

Type

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

Label

• Revealing Phenylium, Phenonium, Vinylenephenonium and Benzenium Ions in Solution (Articolo in rivista) (literal)

Anno

• 2008-01-01T00:00:00+01:00 (literal)

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

• 10.1002/chem.200701043 (literal)

Alternative label

• Manet, S. Monti, G. Grabner, S. Protti, D. Dondi, V. Dichiarante, M. Fagnoni, A. Albini (2008)
  Revealing Phenylium, Phenonium, Vinylenephenonium and Benzenium Ions in Solution
  in Chemistry (Weinh., Print)
  (literal)

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

• Manet, S. Monti, G. Grabner, S. Protti, D. Dondi, V. Dichiarante, M. Fagnoni, A. Albini (literal)

Pagina inizio

• 1029 (literal)

Pagina fine

• 1039 (literal)

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

• 14 (literal)

Rivista

• Chemistry (Rivista)

Note

• ISI Web of Science (WOS) (literal)

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

• I. Manet, S. Monti: ISOF-CNR In collaborazione con il Dipartimento di Chimica Organica dell’Università di Pavia e con i Max F.Perutz Laboratories, University of Vienna (literal)

Titolo

• Revealing Phenylium, Phenonium, Vinylenephenonium and Benzenium Ions in Solution (literal)

Abstract

• The 4-methoxyphenylium ion has been generated in the triplet state ((3)An(+)) by photolysis of 4-chloroanisole in polar media and detected by flash photolysis (lambda(max)=400 nm). This is the first detection of a phenylium ion in solution by flash photolysis and the assignment is supported by time-dependent density functional theory (TD-DFT) calculations. In neat solvents, the cation was reduced to anisole, a process initiated by electron transfer from the starting compound ((3)An(+) + AnCl -> An(center dot)+AnCl(center dot+), with the radical cation detected at 470 nm, then An(center dot)-> AnH). Addition of pi nucleophiles to the (3)An(+) cation offers a novel access to a number of other cationic intermediates under mild, nonacidic conditions. Two intermediates are successively formed with alkenes, a diradical cation and the phenonium ion, which are detected at 440 and 320 nm, respectively, by flash photolysis and are in accordance with calculations. Allylanisoles or beta-alkoxyalkylanisoles are the end products, with a small amount of alpha-alkoxyalkylanisoles that arises from a Wagner-Meerwein rearrangement to form benzyl cations. Further intermediates that have been predicted and detected are the phenylvinylium ion, possibly in equilibrium with the vinylene-phenonium ion, with 1-hexyne (lambda(max) =340 nm) and the benzenium ion with benzene (lambda(max) =380 nm). The final products were anisylhexyne and methoxybiphenyl (an analogous product and intermediate were detected with thiophene). (literal)

Prodotto di

• 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

• ILSE GERT MANET (Unità di personale interno)
• SANDRA MONTI (Persona)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Studio delle interazioni legando-recettore in sistemi modello mediante metodi spettroscopici e fotofisici (LEGARE) (PM.P06.005.002) (Modulo)

Autore CNR di

• ILSE GERT MANET (Unità di personale interno)
• SANDRA MONTI (Persona)

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

• Chemistry (Rivista)