The photochemical dimerisation of coumarin can be rationalised on the basis of simple ab initio calculations. The direct reaction, that occurs through the first excited singlet state. give the syn head-to-head dimer. This dimer can be obtained if the reaction occurs via a frontier orbitals control and if the reaction is concerted. The sensitised reaction gives the anti head-to-head dimer: this product can be obtained by assuming that the frontier orbitals control of the reaction is able to explain the observed regiochemical behaviour. The stereochemical bahaviour can be explained on the basis of the formation of the most stable biradical intermediate.

The photodimerisation of coumarin

D'AURIA, Maurizio;RACIOPPI, Rocco
2004

Abstract

The photochemical dimerisation of coumarin can be rationalised on the basis of simple ab initio calculations. The direct reaction, that occurs through the first excited singlet state. give the syn head-to-head dimer. This dimer can be obtained if the reaction occurs via a frontier orbitals control and if the reaction is concerted. The sensitised reaction gives the anti head-to-head dimer: this product can be obtained by assuming that the frontier orbitals control of the reaction is able to explain the observed regiochemical behaviour. The stereochemical bahaviour can be explained on the basis of the formation of the most stable biradical intermediate.
File in questo prodotto:
File Dimensione Formato  
JPP 2004, 163, 557.pdf

non disponibili

Tipologia: Documento in Post-print
Licenza: DRM non definito
Dimensione 67.55 kB
Formato Adobe PDF
67.55 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11563/6467
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 29
  • ???jsp.display-item.citation.isi??? 29
social impact