TY - JOUR
T1 - Methyl ester functionalized phenalenyl arene- and bipyridine-ruthenium-based complexes for electroactive Langmuir-Blodgett films
AU - Wahl, Isis Mani
AU - Westphal, Eduard
AU - Leyser Da Costa Gouveia, Tiago
AU - Santana, Francielli Sousa
AU - Hughes, David L.
AU - Ribeiro, Ronny R.
AU - Piccoli, Leonardo Henrique Ribeiro
AU - Winnischofer, Herbert
PY - 2019/7/1
Y1 - 2019/7/1
N2 - 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)2L]PF6 and [(η6-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)2L]2+/3+ species mixed with stearic acid are electroactive, showing a quasi-reversible wave with E1/2Film1 = 0.74 V and E1/2Film2 = 0.81, which are promising systems that allow access to immobilized open-shell species in the film.
AB - 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)2L]PF6 and [(η6-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)2L]2+/3+ species mixed with stearic acid are electroactive, showing a quasi-reversible wave with E1/2Film1 = 0.74 V and E1/2Film2 = 0.81, which are promising systems that allow access to immobilized open-shell species in the film.
UR - http://www.scopus.com/inward/record.url?scp=85068034778&partnerID=8YFLogxK
U2 - 10.1021/acs.inorgchem.9b00530
DO - 10.1021/acs.inorgchem.9b00530
M3 - Article
AN - SCOPUS:85068034778
VL - 58
SP - 8408
EP - 8418
JO - Inorganic Chemistry
JF - Inorganic Chemistry
SN - 0020-1669
IS - 13
ER -