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Abstract
In this work, we described an electron-rich manganese mesoPYBP catalyst, Mn-SR-mesoPYBP(ClO4)2, by introducing electron-donating substituents on the mesoPYBP ligand. We optimized the catalytic performance in olefin epoxidation with H2O2 in the presence of acetic acid. The electron paramagnetic resonance (EPR) and cyclic voltammetry (CV) studies supported that an electronic effect could stabilize the high-valent intermediates in the catalytic cycles of the catalyst, which largely improved the catalytic performance and the reactivity of olefin epoxidation.
Highlights
Epoxides are important building blocks in various chemical reactions for pharmaceuticals and fine chemicals
We have previously reported that iron racPYBP catalyzed olefin epoxidation with faster rates and a higher regioselectivity than the catalysts prepared from the aforementioned ligands [23]
We have investigated the impact of the isomer MII-racPYBP and MII-mesoPYBP complexes (MII = Mn and Fe) on catalysis [1,12,23]
Summary
Epoxides are important building blocks in various chemical reactions for pharmaceuticals and fine chemicals. Transition metals coordinated to tetradentate N-donor (4N) aminopyridine ligands, such as BPMEN (N,N0 -dimethyl-N,N0 -bis(2-pyridylmethyl)-1,2-diaminoethane) [9,10], BPMCN (N,N0 -bis(2-pyridylmethyl)-N,N0 -dimethyl-trans-1,2-diaminocyclohexane) [11,12,13,14] and BPBP (N,N0 -bis(2-picolyl)-2,20 -bipyrrolidine) [14,15,16,17,18,19], are proven, efficient catalytic systems for the epoxidation of unfunctionalized olefins by using H2 O2 as a green and atom-economical oxygen source.
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