Naslov
Synthesis and characterization of homo- and heteroannularly substituted ferrocenoyl-cytosine derivatives

Autori
Lapić, Jasmina ; Toma, Mateja ; Novaković, Anja ; Filipović, Alma ; Šakić, Davor ; Vrček, Valerije ; Djaković, Senka

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

Izvornik
25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem / Ana Šantić, Marijana Đaković - Zagreb : Hrvatsko kemijsko društvo, 2017, 139-139

Skup
25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem

Mjesto i datum
Poreč, Hrvatska, 19.04.2017. - 22.04.2017

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
organometallic chemistry, electrochemistry, bioactive compounds, synthesis, reaction mechanism, DFT

Sažetak
Pyrimidines and purines substituted by ferrocenyl moiety present interesting organometallic conjugates as their structures incorporate both biologically and electrochemically active components. The first syntheses of ferrocenyl-nucleobases were reported by Chen in 1980 [1, 2]. In our previous study were prepared ferrocenoylated N1-pyrimidine nucleobases (uracil, thymine and 5-fluorouracil). The synthetic procedure to obtain exclusively the N1-regioisomer does not require any protection of the N3-position in the nucleobase. The nucleophilic addition of pyrimidine bases to the carbonyl group of FcCOCl proceeds by a concerted SN2-like mechanism with the absence of the generally assumed tetrahedral intermediate. [3] This report will refer to the preparation procedure of homo- and heteroannularly substituted ferrocenoyl-cytosine derivatives. Regioselectivity of these reactions have been analyzed in details by NMR spectroscopy and quantum chemical calculations.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija

POVEZANOST RADA