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VARIOUS PHOTOTRANSFORMATIONS OF NOVEL STYRYL-SUBSTITUTED FURO-BENZOBICYCLO[3.2.1]OCTADIENE DERIVATIVES


Škorić, Irena; Kikaš, Ilijana; Marinić, Željko; Šindler-Kulyk, Marija
VARIOUS PHOTOTRANSFORMATIONS OF NOVEL STYRYL-SUBSTITUTED FURO-BENZOBICYCLO[3.2.1]OCTADIENE DERIVATIVES // XXIV International Conference on Photochemistry, BOOK OF ABSTRACTS / Abderrazzak Douhal (ur.).
Toledo, Spain, 2009. str. 573-573 (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
VARIOUS PHOTOTRANSFORMATIONS OF NOVEL STYRYL-SUBSTITUTED FURO-BENZOBICYCLO[3.2.1]OCTADIENE DERIVATIVES

Autori
Škorić, Irena ; Kikaš, Ilijana ; Marinić, Željko ; Šindler-Kulyk, Marija

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XXIV International Conference on Photochemistry, BOOK OF ABSTRACTS / Abderrazzak Douhal - Toledo, Spain, 2009, 573-573

Skup
XXIV International Conference on Photochemistry

Mjesto i datum
Toledo, Španjolska, 19-24.07.2009

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Phototransformations; photochemistry; bicyclo-octadiene derivatives; furans

Sažetak
The photochemistry of styryl substituted monofuran derivatives has been thoroughly investigated [1] in order to prepare furan polycyclic structures, potentially biologically active compounds. The irradiation of the furan and benzofuran derivative 1 resulted in intramolecular cycloaddition and efficient formation of the bicyclo[3.2.1]octadiene structure 2. No intramolecular cycloaddition product was found upon irradiation of o-vinylstyryl derivative of naphtho[2, 1-b]furan 3 in which the furan ring is a part of the even more condensed system [2]. In order to prepare the naphthofuran derivative of benzo-bicyclo[3.2.1]octadiene 4, new methodology was successfully introduced starting with already previously obtained styryl derivative of furo-benzobicyclo[3.2.1]octadiene 5. On irradiation of vinyl derivative 5c instead of expected double bicyclic structure 6, as the main photoproduct, the phenanthrene derivative 7 was formed. The investigations were carried out also on the model compound 8 in order to see the substituent effect on the reaction course. The possible mechanism will be discussed. References [1] M. Šindler-Kulyk, L. Špoljarić ; Ž. Marinić, Heterocycles 1989, 27, 679. [2] I. Škorić, Ž. Marinić, M. Šindler-Kulyk, Heterocycles 2000, 53, 55.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982929-2917 - Spektroskopija NMR i modeliranje bioaktivnih molekula (Dejan Plavšić, )
125-0982933-2926 - Heteropolicikli, strukturne osnove za bioaktivne spojeve. Sinteza i fotokemija (Irena Škorić, )

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