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Photoinduced H-abstraction in homo- and protoadamantylphthalimide derivatives in solution and in organized and constrained media


Cindro, Nikola; Halasz, Ivan; Mlinarić-Majerski, Kata; Basarić, Nikola
Photoinduced H-abstraction in homo- and protoadamantylphthalimide derivatives in solution and in organized and constrained media // European journal of organic chemistry, (2013), 5; 929-938 doi:10.1002/ejoc.201201332 (međunarodna recenzija, članak, znanstveni)


Naslov
Photoinduced H-abstraction in homo- and protoadamantylphthalimide derivatives in solution and in organized and constrained media

Autori
Cindro, Nikola ; Halasz, Ivan ; Mlinarić-Majerski, Kata ; Basarić, Nikola

Izvornik
European journal of organic chemistry (1434-193X) (2013), 5; 929-938

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

Ključne riječi
β-cyclodextrine; homoadamantanes; photoinduced intramolecular H-abstraction; phthalimides; polycycles; protoadamantanes; rearrangement; photochemistry

Sažetak
Photochemical reactivity of homoadamantylphthalimide 5 and protoadamantylphthalimides 9 and 10 was investigated in solution, in the β-cyclodextrine complex, and in the solid state. The triplet excited state of 5, 9 and 10 was characterized by laser flash photolysis (LFP). Sensitized irradiation in the solution gives rise to polycyclic products via a higher excited triplet state, not detectable by LFP. The direct excitation of 5, 9 and 10 gives, in addition to the products arising via a triplet state, cleavage products probably via a singlet state. Complexation with β-cyclodextrine changes regiochemistry of H-abstraction. In the solid state, 5 and 9 are photoreactive, wherein 5 gives only one product selectively, and 9 gives the same product mixture as upon irradiation in the CH3CN solution.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
02.05/25
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", 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


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