N6,9-BIS(FERROCENYLMETHYL)ADENINE: SYNTHESIS, CYCLIC VOLTAMMETRIC, SPECTROSCOPIC CHARACTERIZATION, AND DFT CALCULATIONS

Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry

ELHAFNAOUI LANEZ¹  TOUHAMI LANEZ²  LAZHAR BECHKI³ 

[1] 1. El Oued University, Valorization and Technology of Sahara Resources (VTRS) Laboratory, PO Box 789, 39000, El Oued, Algeria 2. University of Ouargla, Chemistry Department, PO Box 511, 30000, Ouargla, Algeria;1. El Oued University, Valorization and Technology of Sahara Resources (VTRS) Laboratory, PO Box 789, 39000, El Oued, Algeria ;2. University of Ouargla, Chemistry Department, PO Box 511, 30000, Ouargla, Algeria;

关键词: adenine;    electrochemistry;    nicholson equation;    nucleobase;    rate constant;    uv-vis spectroscopy;   

DOI  :  

来源: DOAJ

【 摘 要 】

n this paper we investigate the synthesis of N6,9-bis(ferrocenylmethyl)adenine starting from the well known quaternary salt (ferrocenylmethy)trimethylammonium iodide and adenine. The obtained compound was characterized by different analytical techniques like: cyclic voltammetry, electronic absorption FT-IR, and 1H NMR spectroscopy. The cyclic voltammogram shows well distinct, stable and reversible redox peaks for the couple ferrocenium-ferrocene in the studied potential range. The lower standard rate constant values of the N6,9-bis(ferrocenyl-methyl)adenine as compared to ferrocene further indicated slower electron transfer kinetics. UV-Vis measurements show three absorption bands attributed to the transitions n→π* and π→π* of aromatic ring and the imine group for N6,9-bis(ferrocenylmethyl)adenine derivative. Finally the energy of border molecular orbitals (EHOMO and ELUMO) of the optimized structure was calculated using DFT/B3LYP method combined with 6-31G basis set in acetonitrile.

【 授权许可】

Unknown