0000000000144685
AUTHOR
Jörg A. Schachner
Oxygen Atom Transfer Catalysis by Dioxidomolybdenum(VI) Complexes of Pyridyl Aminophenolate Ligands
A series of new cationic dioxidomolybdenum(VI) complexes [MoO2(Ln)]PF6 (2-5) with the tripodal tetradentate pyridyl aminophenolate ligands HL2-HL5 have been synthesized and characterized. Ligands HL2-HL4 carry substituents in the 4-position of the phenolate ring, viz. Cl, Br and NO2, respectively, whereas the ligand HL5, N-(2-hydroxy-3,5-di-tert-butylbenzyl)-N,N-bis(2-pyridylmethyl)amine, is a derivative of 3,5-di-tert-butylsalicylaldehyde. X-ray crystal structures of complexes 2, 3 and 5 reveal that they have a distorted octahedral geometry with the bonding parameters around the metal centres being practically similar. Stoichiometric oxygen atom transfer (OAT) properties of 5 with PPh3 wer…
Amide functionalized aminobisphenolato MoO2 and WO2 complexes: Synthesis, characterization, and alkene epoxidation catalysis
The use of dioxidomolybdenum(vi) and -tungsten(vi) complexes supported by a variety of structurally different tri- and tetradentate aminobisphenolato ligands as pre-catalysts in the epoxidation of alkenes is well established. However, under the widely used standard 1 mol-% catalyst loadings these types of complexes generally show modest activity only. Recently, amide functionalities in the ligand design of various aminomonophenolato MoO2 complexes have been shown to lead to heightened catalytic activity in alkene epoxidation. In this paper we show that similar ligand amide functionalization can lead to significant enhancement in the alkene epoxidation activity of aminobisphenolato MoO2 comp…
Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands - syntheses and activities in catalytic oxidation reactions
Abstract The new cis-dioxomolybdenum (VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3)(H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesized and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to t…
Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands -syntheses and activities in catalytic oxidation reactions
The new cis-dioxomolybdenum(VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3) (H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesised and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to triphenylp…
Dioxidomolybdenum(VI) and -tungsten(VI) complexes with tripodal amino bisphenolate ligands as epoxidation and oxo-transfer catalysts
The molybdenum(VI) and tungsten(VI) complexes [MO2(L)] (M = Mo (1), W (2), H2L = bis(2-hydroxy-3,5-di-tert-butybenzyl)morpholinylethylamine) were synthesized and the complexes were used to catalyze oxotransfer reactions, viz. sulfoxidation, epoxidation and benzoin oxidation. For comparison, the same reactions were catalyzed using the known complexes [MO2(L′)] (M = Mo (3), W (4), H2L′ = bis(2-hydroxy-3,5-di-tert-butybenzyl)ethanolamine) and [MO2(L″)] (M = Mo (5), W (6), H2L″ = bis(2-hydroxy-3,5-di-tert-butybenzyl)diethyleneglycolamine). The oxo atom transfer activity between DMSO and benzoin at 120 °C was identical for all studied catalysts. Reasonable catalytic activity was observed for sul…
Catalytic epoxidation using dioxidomolybdenum(VI) complexes with tridentate aminoalcohol phenol ligands
Reaction of the tridentate aminoalcohol phenol ligands 2,4-di-tert-butyl-6-(((2 hydroxyethyl)(methyl)amino)methyl)phenol (H2L1) and 2,4-di-tert-butyl-6-(((1-hydroxybutan-2-yl)amino)methyl)phenol (H2L2) with [MoO2(acac)2] in methanol solutions resulted in the formation of [MoO2(L1)(MeOH)] (1) and [MoO2(L2)(MeOH)] (3), respectively. In contrast, the analogous reactions in acetonitrile afforded the dinuclear complexes [Mo2O2(μ-O)2(L1)2] (2) and [Mo2O2(μ-O)2(L2)2] (4). The corresponding reactions with the potentially tetradentate ligand 3-((3,5-di-tert-butyl-2-hydroxybenzyl)(methyl)amino)propane-1,2-diol (H3L3) led to the formation of the mononuclear complex [MoO2(L3)(MeOH)] (5) in methanol whi…
Oxygen atom transfer catalysis by dioxidomolybdenum(VI) complexes of pyridyl aminophenolate ligands
Abstract A series of new cationic dioxidomolybdenum(VI) complexes [MoO2(Ln)]PF6 (2–5) with the tripodal tetradentate pyridyl aminophenolate ligands HL2-HL5 have been synthesized and characterized. Ligands HL2-HL4 carry substituents in the 4-position of the phenolate ring, viz. Cl, Br and NO2, respectively, whereas the ligand HL5, N-(2-hydroxy-3,5-di-tert-butylbenzyl)-N,N-bis(2-pyridylmethyl)amine, is a derivative of 3,5-di-tert-butylsalicylaldehyde. X-ray crystal structures of complexes 2, 3 and 5 reveal that they have a distorted octahedral geometry with the bonding parameters around the metal centres being practically similar. Stoichiometric oxygen atom transfer (OAT) properties of 5 with…
Dioxidomolybdenum(VI) and –tungsten(VI) complexes with tetradentate amino bisphenolates as catalysts for epoxidation
Sixteen molybdenum and tungsten complexes with tripodal or linear tetradentate amino bisphenol ligands were studied as catalysts for the epoxidation of cis-cyclooctene, 1-octene, styrene, limonene and α-terpineol. These complexes can be divided into different categories upon key features, i.e. central metal (Mo versus W), side-arm donor (O versus N), hybridization of the N-donor (pyridine versus amine), ligand geometry (tripodal versus linear diamine) and sterical hindrance (Me versus tert-Bu substituents in the phenol part). All complexes can catalyse selectively the epoxidation of cis-cyclooctene by tert-butylhydroperoxide whereas the activities and selectivities towards other olefins (1-…
CCDC 2044571: Experimental Crystal Structure Determination
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CCDC 1484210: Experimental Crystal Structure Determination
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CCDC 1847230: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012
CCDC 2158304: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 1523698: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036
CCDC 1847233: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012
CCDC 2044573: Experimental Crystal Structure Determination
Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234
CCDC 1523699: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036
CCDC 2044572: Experimental Crystal Structure Determination
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CCDC 2157985: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 1847231: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012
CCDC 2045994: Experimental Crystal Structure Determination
Related Article: Md Kamal Hossain, Maxym O. Plutenko, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Igor O. Fritsky, Ebbe Nordlander|2021|J.Indian Chem.Soc.|98|100006|doi:10.1016/j.jics.2021.100006
CCDC 2157989: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2045993: Experimental Crystal Structure Determination
Related Article: Md Kamal Hossain, Maxym O. Plutenko, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Igor O. Fritsky, Ebbe Nordlander|2021|J.Indian Chem.Soc.|98|100006|doi:10.1016/j.jics.2021.100006
CCDC 1523700: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036
CCDC 2157988: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2129454: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2157986: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2157987: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2157984: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034
CCDC 2044570: Experimental Crystal Structure Determination
Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234
CCDC 1847232: Experimental Crystal Structure Determination
Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012
CCDC 2129453: Experimental Crystal Structure Determination
Related Article: Pasi Salonen, Jörg A. Schachner, Anssi Peuronen, Manu Lahtinen, Ferdinand Belaj, Nadia Carmen Mösch-Zanetti, Ari Lehtonen|2023|Mol.Catal.|540|113034|doi:10.1016/j.mcat.2023.113034