Pregled bibliografske jedinice broj: 375658
Photoinduced hydrogen atom abstraction in N-(adamantyl)phthalimides: Structure-Reactivity Study in the Solid State
Photoinduced hydrogen atom abstraction in N-(adamantyl)phthalimides: Structure-Reactivity Study in the Solid State // Tetrahedron, 65 (2009), 7; 1438-1443 doi:10.1016/j.tet.2008.10.010 (međunarodna recenzija, članak, znanstveni)
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Naslov
Photoinduced hydrogen atom abstraction in N-(adamantyl)phthalimides: Structure-Reactivity Study in the Solid State
Autori
Basarić, Nikola ; Horvat, Margareta ; Franković, Oliver ; Mlinarić-Majerski, Kata ; Neudörfl, Jörg ; Griesbeck, Axel G.
Izvornik
Tetrahedron (0040-4020) 65
(2009), 7;
1438-1443
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
adamantane phthalimides ; photoinduced H abstraction ; solid state photochemistry ; X-ray analysis
Sažetak
Adamantyl-functionalized phthalimides were synthesized and the probability of intramolecular photochemical hydrogen atom abstraction in the solid-state analyzed by X-ray crystallographic analyses. These analyses and solid-state photolyses showed that the parameters determining photochemical reactivity for typical carbonyl compounds in the solid state can also be extended to phthalimides. Only N-(2-adamantyl)phthalimide underwent a solid state photochemical reaction, which is the first example in the phthalimide series. This reaction is regio- and stereoselective, resulting in an endo-alcohol. On the other hand, the photoreaction of N-(2-adamantyl)phthalimide in solution gives an exo-alcohol as the main product together with an endo-alcohol and a benzazepindione.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Majerski, Kata, MZOS ) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
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
- MEDLINE