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| Naji, M. |
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| Motta, Antonella |
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| Aletan, Dirar |
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| Mohamed, Tarek |
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| Ertürk, Emre |
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| Taccardi, Nicola |
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| Kononenko, Denys |
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| Petrov, R. H. | Madrid |
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| Alshaaer, Mazen | Brussels |
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| Bih, L. |
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| Casati, R. |
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| Muller, Hermance |
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| Kočí, Jan | Prague |
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| Šuljagić, Marija |
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| Kalteremidou, Kalliopi-Artemi | Brussels |
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| Azam, Siraj |
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| Ospanova, Alyiya |
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| Blanpain, Bart |
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| Ali, M. A. |
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| Popa, V. |
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| Rančić, M. |
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| Ollier, Nadège |
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| Azevedo, Nuno Monteiro |
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| Landes, Michael |
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| Rignanese, Gian-Marco |
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Lage Pereira, Cláudia
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Topics
Publications (7/7 displayed)
- 2020Thermochromism of highly luminescent photopolymer flexible films based on Eu (III) salts confined in polysulfonecitations
- 2017Membranes with a low loading of Metal–Organic Framework-Supported Ionic Liquids for CO2/N2 separation in CO2 capturecitations
- 2014Metal-Organic frameworks based on uranyl and phosphonate ligandscitations
- 2013Preparation of dense 13C pellets using spark plasma sintering technique
- 2009Amino acid-functionalized cyclopentadienyl molybdenum tricarbonyl complex and its use in catalytic olefin epoxidationcitations
- 2007A combined theoretical-experimental study of the inclusion of niobocene dichloride in native and permethylated β-cyclodextrinscitations
- 2006Structural studies of [CpMoL2(CO)2]+ (L = NCMe, L2 = 2,2′-biimidazole) complexes and their inclusion compounds with cyclodextrinscitations
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article
Amino acid-functionalized cyclopentadienyl molybdenum tricarbonyl complex and its use in catalytic olefin epoxidation
Abstract
<p>The complex [(N-benzyloxycarbonylprolyl)cyclopentadienyl]-Mo(CO)<sub>3</sub>Me was prepared by the reaction of the amino acid-functionalized cyclopentadienyl-lithium reagent with Mo(CO)<sub>6</sub>, and subsequent methylation with CH<sub>3</sub>I. The complex was characterized by FTIR, <sup>1</sup>H and <sup>13</sup>C NMR, and elemental analysis. A single-crystal X-ray diffraction study showed that the complex is chiral, crystallizing in the orthorhombic P2<sub>1</sub>2<sub>1</sub>2<sub>1</sub> space group with the Flack parameter refining to -0.007(16), which unequivocally confirms the presence of an enantiomerically pure compound. The complex was examined as a catalyst precursor in the liquid-phase epoxidation of trans-β-methylstyrene at 280-330 K, using either tert-butylhydroperoxide (tert-BuOOH), cumylhydroperoxide or urea-hydrogen peroxide adduct as oxidant, and, optionally, a co-solvent. With chloroform and tert-BuOOH, the catalytic activity surpasses that previously reported for chiral complexes of the type CpMo(CO)<sub>3</sub>X, giving the epoxide isomers ((R,R)-(+) and (S,S)-(-)-1-phenylpropylene oxide) in excellent selectivity, albeit with negligible enantiomeric excess. FTIR spectroscopy showed that the oxidative decarbonylation of the tricarbonyl complex with tert-BuOOH is fast under the reaction conditions used, and that the structural integrity of the amino acid-functionalized cyclopentadienyl group is retained during this process. The use of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate as a solvent for the catalyst generates a biphasic liquid-liquid reaction system that enables, at the end of a catalytic cycle, the separation and reutilization of the catalyst.</p>