Electrochemical behavior of a macrocyclic diimine crown ether: 2,3,11,12-dibenzo-5,9-diaza-4,9(10)-cis-diimino-1,13-dioxacyclopentadecane

• Published in: Journal of electroanalytical chemistry (Lausanne, Switzerland) Vol. 408; no. 1; pp. 119 - 124
• Main Authors: Solak, A.Osman, Yilmaz, Selahattin, Kiliç, Zeynel
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 30.05.1996; Elsevier Science
• Subjects: 2,3,11,12-dibenzo-5,9-diaza-4,9-cis-diimino-1,13-dioxacyclopentadecane; Chemistry; Diimine crown ether; Electrochemistry; Exact sciences and technology; General and physical chemistry; Kinetics and mechanism of reactions; Macrocycle; Electrochemistry; Diimine crown ether; 2,3,11,12-dibenzo-5,9-diaza-4,9-cis-diimino-1,13-dioxacyclopentadecane; Macrocycle; Chronocoulometry; Ethanol; Dropping electrode; Tricyclic compound; Experimental study; Aldimine; Chemical reduction; Cyclic voltammetry; Adsorption; Polarography; Electrode reaction; Reaction mechanism; Aromatic compound; Hydroorganic solvent; Chronoamperometry; Electrochemical reaction; Mercury; Organic compounds; Oxygen nitrogen heterocycle
• ISSN: 1572-6657; 1873-2569
• DOI: 10.1016/0022-0728(96)04524-X

A macrocyclic diimine crown ether, 2,3,11,12-dibenzo-5,9-diaza-4,9(10)-cis-diimino-1,13-dioxacyclopentadecane (O-en-N-tn), was synthesized and its electrochemical behavior reported. Reduction of CN bonds was studied in an ethyl alcohol + water mixture (1:5 v/v) using sampled current polarographic, differential pulse polarographic, cyclic voltammetric, chronoamperometric and chronocoulometric techniques. A mechanism for the electrode reaction was proposed. The diffusion coefficient, heterogeneous rate constant and transfer coefficient of the electrode reaction were determined by choronoamperometric measurements. Adsorptional characteristics of the O-en-N-tn molecule on a mercury electrode were studied and the amount of molecules adsorbed was found to be of the order of 10 −12 mol cm −2.