Pregled bibliografske jedinice broj: 628041
FUNCTIONALIZATION OF THE BICYCLO[3.2.1]-OCTADIENE SKELETON VIA PHOTOCATALYTIC OXYGENATION OF A (BENZO)FURAN DERIVATIVE
FUNCTIONALIZATION OF THE BICYCLO[3.2.1]-OCTADIENE SKELETON VIA PHOTOCATALYTIC OXYGENATION OF A (BENZO)FURAN DERIVATIVE // XXIII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA, OSIJEK, 2013, Knjiga sažetaka / Hadžiev, Andrea ; Blažeković, Zdenko (ur.).
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013. str. 160-160 (poster, domaća recenzija, sažetak, znanstveni)
CROSBI ID: 628041 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
FUNCTIONALIZATION OF THE BICYCLO[3.2.1]-OCTADIENE SKELETON VIA PHOTOCATALYTIC OXYGENATION OF A (BENZO)FURAN DERIVATIVE
Autori
Vuk, Dragana ; Kikaš, Ilijana ; Ottó, Horváth ; Škorić, Irena
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
XXIII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA, OSIJEK, 2013, Knjiga sažetaka
/ Hadžiev, Andrea ; Blažeković, Zdenko - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013, 160-160
ISBN
978-953-6894-50-5
Skup
XXIII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA
Mjesto i datum
Osijek, Hrvatska, 21.04.2013. - 24.04.2013
Vrsta sudjelovanja
Poster
Vrsta recenzije
Domaća recenzija
Ključne riječi
Photocatalytic oxygenation; Porphyrins; Benzobicyclo[3.2.1]octadienes; (Benzo)furan derivative
Sažetak
A simple and efficient protocol is utilized for the synthesis of novel functionalized benzobicyclo[3.2.1]octadiene derivatives by photocatalytic oxygenation of a furan derivative using an kationic and anionic free-base porphyrins as well as cationic and anionic manganese(III) porphyrins under different reaction conditions. The course and yields of these reactions were compared to those of the thermal reaction using m-chloroperbenzoic acid as the oxidizing agent. The deviating reaction pathways with anionic and cationic metalloporphyrins may be attributed to simultaneous electronic and steric effects. Application of free-base and metalated watersoluble porphyrins for photocatalytic oxygenation of the furan ring fused to the rigid methano-bridged skeleton proved to be regioselective and flexible compared to the thermal reactions with mCPBA, giving at the same time novel potentially biologically active bicyclo[3.2.1]octenes with the basic skeleton of which is incorporated in many natural compounds. Annulation of a benzene to the outer side of the furan ring, however, led to the formation of only one type of product, independently of the photocatalyst used. Different oxygenation mechanisms leading to the same end-product, the 10-membered keto-lactone derivative, have been suggested for the metalloporphyrins and the corresponding free bases.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
125-0982933-2926 - Heteropolicikli, strukturne osnove za bioaktivne spojeve. Sinteza i fotokemija (Škorić, Irena, MZOS ) ( CroRIS)
Ustanove:
Fakultet kemijskog inženjerstva i tehnologije, Zagreb
