Naslov
Light induced decomposition of ferrocenoyl- nucleobases

Autori
Toma, Mateja ; Petrinec, Lana ; Vrček, Valerije

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

Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers. Book of Abstracts / Marković, Dean - Zagreb : Hrvatsko knjižničarsko društvo, 2021, 227-227

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI)

Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
ferocen, nukleobaze, fotokemijska reakcija
(ferrocene, nucleobase, photochemical reaction)

Sažetak
When dissolved in organic solvents, e.g. DMSO, and exposed to light, ferrocenoyl-substituted nucleobases start to decompose and the release of free nucleobase occurs, whereas the ferrocene moiety degrades. The photochemical reaction of N9-ferrocenoyl-(6-benzyloxy)purine and N1-ferrocenoyl-5-fluorouracyl in DMSO was studied by NMR spectroscopy in different reaction conditions. DMSO-assisted displacement of cyclopentadiene ring from ferrocene moiety occurs and ring-delegated iron complexes form. The reaction rate and order depend on reaction conditions (dissolved gasses, water from solvent) and molar absorption (extinction) coefficients of ferrocene conjugates. Pseudo-first order kinetics occurs when the red lamp (λ = 645 nm) is used to trigger the reaction, whereas the pseudo-zero order kinetics is observed when the blue lamp (λ = 405 nm) is used. When the nucleobase moiety is replaced by the N, N-diphenyl-carboxamide, the light-sensitivity is also observed. In the contrary when the ferrocene moiety is replaced by a benzene ring, as in N7-4-fluorobenzoyl-purine, the compound is not light-sensitive.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija

POVEZANOST RADA