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Methyl Ester Functionalized Phenalenyl Arene- and Bipyridine-Ruthenium-Based Complexes for Electroactive Langmuir-Blodgett Films

Year: 2019

Journal: Inorg. Chem., Volume 58, 1-Jul, page 8408–8418

Authors: Wahl, Isis Mani; Westphal, Eduard; da Costa Gouyeia, Tiago Leyser; Santana, Francielli Sousa; Hughes, David L.; Ribeiro, Ronny R.; Ribeiro Piccoli, Leonardo Henrique; Winnischofer, Herbert

Organizations: Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior-Brasil (CAPES)CAPES [001]; Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)National Council for Scientific and Technological Development (CNPq)

We report the synthesis of a new phenalenyl ligand, functionalized with a methyl ester electron withdrawing group, named 9-hydroxy-1-oxo-1H-phenalen-5-methyl carboxylate (L), and the generated complexes [Ru(bpy)(2)L]PF6 and [(eta(6)-C6H6)Ru(L)Cl]. Compounds were characterized by spectroscopic and X-ray diffraction methods, and their electrochemical behavior was investigated via cyclic voltammetry and UV-vis spectroelectrochemistry. The one-electron oxidized compounds have an unpaired electron located in the phenalenyl ring, as supported by theoretical calculations (DFT) and EPR results. Langmuir-Blodgett (LB) films deposited by [Ru(bpy)(2)L](2+/3+) species mixed with stearic acid are electroactive, showing a quasireversible wave with E-1/2(Film1) = 0.74 V and E-1/2(Film2) = 0.81, which are promising systems that allow access to immobilized openshell species in the film.