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Abstract:

The effect of β-substituents (-NO2, -Br, -OCH3) in the reactivity of Fe(II) and Fe(III) porphyrins is studied by means of density funcional theory (DFT) calculations. The binding of nitric oxide, carbon monoxide and dioxygen (NO, CO, O2) was explored due to the relevance of their interactions in the chemistry of heme proteins and in biomimetic catalysis. The binding capability (BC) of the porphyrins was found to be strongly modulated both by the donor and attractor substituents used in the work. Unexpectedly, we found that the BC of Fe(II) porphyrins is mainly decreased for the diatomic ligands, when both donor or withdrawing substituents were considered. This effect was particularly significant when the ligand was oxygen. The correlation of Fe-X and X-O (X = N, C, O) bond distances is explained in terms of backdonation effects. © 2007 Elsevier Inc. All rights reserved.

Registro:

Documento: Artículo
Título:DFT study on the reactivity of iron porphyrins tuned by ring substitution
Autor:Bikiel, D.E.; Bari, S.E.; Doctorovich, F.; Estrin, D.A.
Filiación:Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina
Intendente Güiraldes 2160, (C1428EHA), Buenos Aires, Argentina
Palabras clave:Binding energy; CO; NO; O2; Substituted porphyrins; carbon monoxide; ferric ion; ferrous ion; ligand; metalloporphyrin; nitric oxide; oxygen; porphyrin derivative; article; complex formation; density functional theory; energy; geometry; ligand binding; molecular interaction; oxidation reduction reaction; Computer Simulation; Ferrous Compounds; Heme; Metalloporphyrins; Molecular Structure; Thermodynamics
Año:2008
Volumen:102
Número:1
Página de inicio:70
Página de fin:76
DOI: http://dx.doi.org/10.1016/j.jinorgbio.2007.07.018
Título revista:Journal of Inorganic Biochemistry
Título revista abreviado:J. Inorg. Biochem.
ISSN:01620134
CODEN:JIBID
CAS:carbon monoxide, 630-08-0; ferric ion, 20074-52-6; ferrous ion, 15438-31-0; nitric oxide, 10102-43-9; oxygen, 7782-44-7; Ferrous Compounds; Heme, 14875-96-8; Metalloporphyrins
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01620134_v102_n1_p70_Bikiel

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Citas:

---------- APA ----------
Bikiel, D.E., Bari, S.E., Doctorovich, F. & Estrin, D.A. (2008) . DFT study on the reactivity of iron porphyrins tuned by ring substitution. Journal of Inorganic Biochemistry, 102(1), 70-76.
http://dx.doi.org/10.1016/j.jinorgbio.2007.07.018
---------- CHICAGO ----------
Bikiel, D.E., Bari, S.E., Doctorovich, F., Estrin, D.A. "DFT study on the reactivity of iron porphyrins tuned by ring substitution" . Journal of Inorganic Biochemistry 102, no. 1 (2008) : 70-76.
http://dx.doi.org/10.1016/j.jinorgbio.2007.07.018
---------- MLA ----------
Bikiel, D.E., Bari, S.E., Doctorovich, F., Estrin, D.A. "DFT study on the reactivity of iron porphyrins tuned by ring substitution" . Journal of Inorganic Biochemistry, vol. 102, no. 1, 2008, pp. 70-76.
http://dx.doi.org/10.1016/j.jinorgbio.2007.07.018
---------- VANCOUVER ----------
Bikiel, D.E., Bari, S.E., Doctorovich, F., Estrin, D.A. DFT study on the reactivity of iron porphyrins tuned by ring substitution. J. Inorg. Biochem. 2008;102(1):70-76.
http://dx.doi.org/10.1016/j.jinorgbio.2007.07.018