Next Article in Journal
Ca-Doped CrOX/γ-Al2O3 Catalysts with Improved Dehydrogenation Performance for the Conversion of Isobutane to Isobutene
Next Article in Special Issue
Biomimetic Oxidation of Benzofurans with Hydrogen Peroxide Catalyzed by Mn(III) Porphyrins
Previous Article in Journal
Enhanced Performance of Immobilized Xylanase/Filter Paper-ase on a Magnetic Chitosan Support
Previous Article in Special Issue
Studies of the Catalytic Activity of Iron (III) Porphyrins for the Protection of Carbonyl Groups in Homogeneous Media
Open AccessFeature PaperArticle

Second-Generation Manganese(III) Porphyrins Bearing 3,5-Dichloropyridyl Units: Innovative Homogeneous and Heterogeneous Catalysts for the Epoxidation of Alkenes

1
Department of Chemistry, LAQV-REQUIMTE, University of Aveiro, 3810-193 Aveiro, Portugal
2
LAQV/REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 4169-007 Porto, Portugal
*
Authors to whom correspondence should be addressed.
Catalysts 2019, 9(11), 967; https://doi.org/10.3390/catal9110967
Received: 3 November 2019 / Revised: 12 November 2019 / Accepted: 13 November 2019 / Published: 16 November 2019
(This article belongs to the Special Issue Recent Developments on Catalysis by Metalloporphyrins and Analogues)
The synthesis, characterisation and homogeneous catalytic oxidation results of two manganese(III) porphyrins of the so-called second-generation of metalloporphyrin catalysts, containing one or four 3,5-dichloropyridyl substituents at the meso positions are reported for the first time. The catalytic efficiency of these novel manganese(III) porphyrins was evaluated in the oxidation of cyclooctene and styrene using aqueous hydrogen peroxide as the oxidant, under homogeneous conditions. High conversions were obtained in the presence of both catalysts, obtaining the corresponding epoxide as the major product. The asymmetric metalloporphyrin, chloro[5,10,15-tris(2,6-dichlorophenyl)-20-(3,5-dichloropyridin-4-yl)porphyrinate]manganese(III), CAT-4, evidences a similar activity to that obtained with the well-known and highly efficient second-generation metalloporphyrin catalyst, chloro[5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinate]manganese(III), CAT-2. CAT-4 was covalently attached onto Merrifield resin and 3-bromopropylsilica supports. The solid materials obtained were characterized by several techniques including diffuse reflectance, UV—VIS spectrophotometry, SEM and XPS. The catalytic results for the oxidation of cyclooctene and styrene using the immobilized catalysts are also presented. The Merrifield-supported catalyst showed to be very efficient, leading to five catalytic cycles in the oxidation of cyclooctene, using tert-butyl hydroperoxide as the oxidant. View Full-Text
Keywords: manganese; porphyrins; homogeneous; heterogeneous; catalysis; oxidation; hydrogen peroxide manganese; porphyrins; homogeneous; heterogeneous; catalysis; oxidation; hydrogen peroxide
Show Figures

Graphical abstract

MDPI and ACS Style

Neves, C.M.B.; Rebelo, S.L.H.; Faustino, M.A.F.; Neves, M.G.P.M.S.; Simões, M.M.Q. Second-Generation Manganese(III) Porphyrins Bearing 3,5-Dichloropyridyl Units: Innovative Homogeneous and Heterogeneous Catalysts for the Epoxidation of Alkenes. Catalysts 2019, 9, 967.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop