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Photochemistry of o-Pyrrolylstilbenes and Formation of Spiro-2H-Pyrroles and Their Rearrangement to Dihydroindoles


Basarić, Nikola; Marinić, Željko; Šindler-Kulyk, Marija
Photochemistry of o-Pyrrolylstilbenes and Formation of Spiro-2H-Pyrroles and Their Rearrangement to Dihydroindoles // Journal of Organic Chemistry, 71 (2006), 25; 9382-9392 doi:10.1021/jo061435t (međunarodna recenzija, članak, znanstveni)


Naslov
Photochemistry of o-Pyrrolylstilbenes and Formation of Spiro-2H-Pyrroles and Their Rearrangement to Dihydroindoles

Autori
Basarić, Nikola ; Marinić, Željko ; Šindler-Kulyk, Marija

Izvornik
Journal of Organic Chemistry (0022-3263) 71 (2006), 25; 9382-9392

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Photochemistry; pyrroles; stilbenes

Sažetak
Excited states of stilbenylpyrroles 1a-1c deactivate by two photochemical processes: cis-trans isomerization and hydrogen transfer of NH to stilbene double bond. NH-transfer results in the formation of two quinone dimethane intermediates, 10 and 11, and biradicals 12. Intramolecular cyclization of intermediates 10-12 gives rise to polycyclic compounds: spiro-2H-pyrroles 7, pyrroloisoindoles 3 and pyrroloisoquinolines 8. Spiro-2H-pyrroles 7 rearrange on silica gel giving dihydroindoles 2.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
0098052
0098059
0125004

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


Uključenost u ostale bibliografske baze podataka:


  • CA Search (Chemical Abstracts)


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