An inexpensive Fe(III) SALPN catalyst for MHAT reactions such as reductions of α,β-unsaturated carbonyl compounds and olefin cross couplings is reported. The majority of these reactions proceeded in good yields and high stereoselectivities with low catalyst loadings at room temperature.
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A -β-iron(III) SALPN catalyst for hydrogen atom transfer reductions and olefin cross couplings.
Org Biomol Chem
August 2023
School of Chemistry, The Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, 3010, Australia.
An inexpensive Fe(III) SALPN catalyst for MHAT reactions such as reductions of α,β-unsaturated carbonyl compounds and olefin cross couplings is reported. The majority of these reactions proceeded in good yields and high stereoselectivities with low catalyst loadings at room temperature.
View Article and Find Full Text PDFSynthesis of acyloin natural products by Mukaiyama hydration.
Org Biomol Chem
May 2022
School of Chemistry, The Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria 3010, Australia.
The acyloin natural products are a family of bioactive compounds isolated from fungi and myxobacteria. The total synthesis of 7 members of the acyloin family was achieved a HWE reaction followed by Mukaiyama-Isayama hydration, using novel Co(II) and Co(III) Schiff base SALPN complexes as catalysts for the key enone hydration step. Furthermore, we have shown that a mild acyloin rearrangement is possible under Mukaiyama hydration conditions, which was crucial in the success of this approach.
View Article and Find Full Text PDFPreparation, characterization and activity of CuZn and Cu superoxide dismutase mimics encapsulated in mesoporous silica.
J Inorg Biochem
June 2020
IQUIR (Instituto de Química Rosario), Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, S2002LRK Rosario, Argentina. Electronic address:
Encapsulation of three superoxide dismutase (SOD) functional mimics, [CuZn(dien)(μ-Im)(ClO)]ClO (1), [Cu(dien)(μ-Im)(ClO)]ClO (2) (Im = imidazolate, dien = diethylenetriamine), and [CuZn(salpn)Cl] (3) (Hsalpn = 1,3-bis(salicylideneamino)propane) in mesoporous MCM-41 silica afforded three hybrid catalysts 1@MCM-41, 2@MCM-41 and 3@MCM-41. Spectroscopic and magnetic analyses of these materials confirmed the metal centers of the complexes keep the coordination sphere after insertion into the MCM-41 silica matrix. For the imidazolate-bridged complexes the silica channels restraint the relative orientation of the two metal ions.
View Article and Find Full Text PDFInsights into Second-Sphere Effects on Redox Potentials, Spectroscopic Properties, and Superoxide Dismutase Activity of Manganese Complexes with Schiff-Base Ligands.
ACS Omega
January 2019
IQUIR (Instituto de Química Rosario), Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, S2002LRK Rosario, Argentina.
Article Synopsis
- Six Mn-Schiff base complexes were synthesized and characterized for their ability to catalyze the dismutation of superoxide, demonstrating catalytic rates between 0.65 to 1.54 × 10 M s in neutral pH solutions.
- The complexes contain two labile solvent molecules that facilitate reactivity with superoxide, although at high concentrations, they can undergo self-inhibition leading to inactive dimers.
- Analysis of spectroscopic and electrochemical data indicates that second-sphere interactions significantly influence the catalytic efficiency and redox behavior of the Mn centers during the dismutation process.
An effective cis-β-octahedral Mn(iii) SALPN catalyst for the Mukaiyama-Isayama hydration of α,β-unsaturated esters.
Chem Commun (Camb)
July 2019
School of Chemistry, The Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Parkville, 3010, Australia.
Two cis-β-MnSALPN catalysts were synthesised and tested in the Mukaiyama-Isayama hydration of α,β-unsaturated esters. The MnEtOSALPN(acac) complex 7 is the most active and catalyses hydration with little or no detectable undesired alkene reduction. This catalyst is superior for alkene hydration compared to the originally reported Mn(dpm) catalyst.
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