Synthesis, characterization and catalytic activity under homogeneous conditions of ethylene glycol substituted porphyrin manganese(III) complexes
authors Castro, KADF; de Lima, FHC; Simoes, MMQ; Neves, MGPMS; Paz, FAA; Mendes, RF; Nakagaki, S; Cavaleiro, JAS
nationality International
journal INORGANICA CHIMICA ACTA
author keywords Porphyrins; Ethylene glycol; Manganese; Oxidation; Hydrogen peroxide
keywords SOL-GEL PROCESS; HYDROGEN-PEROXIDE; OXIDATION REACTIONS; METALLOPORPHYRIN DERIVATIVES; VERSATILE CATALYSTS; AQUEOUS-SOLUTION; IRON PORPHYRINS; SILICA; HYDROXYLATION; HYDROCARBONS
abstract The catalytic efficiency and selectivity of a series of manganese(III) complexes of meso-tetrakis(pentafluorophenyl)porphyrin H-2(TPFPP) derivatives bearing one to four ethylene glycol moieties are compared in the oxidation of cis-cyclooctene and cyclohexane in the presence of H2O2 at ambient temperature. The results show that the catalysts' performance depends on the number of ethylene glycol moieties present and on the cocatalyst used; for both substrates, the most efficient catalyst in the presence of H2O2 is the Mn(III) complex bearing three ethylene glycol moieties (MnP3). Moreover, in the oxidation of cyclohexane in the presence of iodosylbenzene (PhIO) as oxidant, all the substituted Mn(III) complexes are more efficient than the parent non-substituted Mn(III) porphyrin complex. In addition, during the preparation of this series of derivatives, the tetrasubstituted free-base porphyrin (P4) was further isolated and studied in the solid state, by using single-crystal X-ray diffraction studies. (C) 2016 Elsevier B.V. All rights reserved.
publisher ELSEVIER SCIENCE SA
issn 0020-1693
isbn 1873-3255
year published 2017
volume 455
beginning page 575
ending page 583
digital object identifier (doi) 10.1016/j.ica.2016.05.038
web of science category Chemistry, Inorganic & Nuclear
subject category Chemistry
unique article identifier WOS:000390722500027
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journal impact factor 2.264
5 year journal impact factor 1.889
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