Peroxidative Halogenation Catalyzed by Transition-Metal-Ion-Grafted Mesoporous Silicate Materials

Walker, Jerrylaine V.; Morey, Mark; Carlsson, Håkan; Davidson, Anne; Stucky, Galen D.; Butler, Alison

doi:10.1021/ja971063t

Cited by 106 publications

(91 citation statements)

References 23 publications

(33 reference statements)

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“…[71] Another possibility for heterogeneous catalysis is titanium(IV)-grafted mesoporous silicate materials (Ti/MCM-48), where reactions proceed efficiently in an aqueous solution at neutral pH and in organic solvents. [72] Alternatively, titaniamodified zirconium phosphate and titanium phosphate can also be used. [73] …”

Section: àmentioning

confidence: 99%

Oxidative Halogenation with “Green” Oxidants: Oxygen and Hydrogen Peroxide

2009

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It is difficult to imagine organic chemistry without organo-halogen compounds and the molecular halogens needed for their preparation. The halogens have very different reactivity, with iodine usually requiring some form of activation, while others are reactive and hazardous chemicals. To avoid their use, various modified reagents have been discovered (N-bromo- and N-chlorosuccinimide, Selectfluor..), but halogens are used to prepare these reagents and when they are used the atom economy is poor. A better approach, which is based on biomimetric research on oxidative halogenation in nature, consists of generating the halogenating reagent in situ under acidic conditions from a halide salt. The result of such a reaction has been halogenation with 100 % halogen atom economy. Suitable oxidants for the oxidation of halides are hydrogen peroxide and oxygen.

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Section: àmentioning

confidence: 99%

Oxidative Halogenation with “Green” Oxidants: Oxygen and Hydrogen Peroxide

2009

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“…Metals such as Fe are often the key cofactors in the reaction centers of haloperoxidative enzymes (Sundaramoorthy et al, 1995). In addition, abiotic (non-enzymatic) metal-catalyzed chlorination of aliphatic and aromatic substrates has been documented in natural systems (Keppler et al, 2000;Schoeler and Keppler, 2002;Fahimi et al, 2003;Holmstrand et al, 2006) and as part of biomimetic synthetic schemes in the laboratory (Delaude and Laszlo, 1990;Walker et al, 1997).…”

Section: Summary and Implications For The Formation Of Different CL Omentioning

confidence: 99%

X-ray spectromicroscopic investigation of natural organochlorine distribution in weathering plant material

Leri

Marcus

Myneni

2007

Geochimica et Cosmochimica Acta

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“…The results are consistent with the formation of peroxotitanium species. 35 Figure 10 shows the plots of the absorbance band at 589 nm for various times and various titanium loadings. Additionally, MCM-41 containing no titanium was also tested for activity: the bromination reaction does not occur, as can be seen in the graph.…”

Section: Catalytic Activitymentioning

confidence: 99%

Synthesis of Ti-MCM-41 directly from silatrane and titanium glycolate and its catalytic activity1

Thanabodeekij

Tanglumlert

Gülari

et al. 2005

Appl. Organometal. Chem.

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Titanium is successfully incorporated in hexagonal mesoporous silica to form Ti-MCM41 at low temperature. Silatrane and titanium glycolate synthesized from the oxide one-pot synthesis process are used as the precursors. Using the cationic surfactant cetyltrimethylammonium bromide as a template, the resulting meso-structure mimics the liquid-crystal phase. The percentage of titanium loading is varied in the range 1-35%. The temperatures used in the preparation are 60 • C and 80 • C. After heat treatment, very high surface area mesoporous silica was obtained and characterized using diffuse reflectance UV (DRUV) spectroscopy, X-ray diffraction (XRD), BET surface area, X-ray fluorescence, energy dispersive spectroscopy and transmission electron microscopy (TEM). At 35% titanium, the titanium atom is also in the framework showing the pattern of hexagonal mesostructure, as shown by DRUV, XRD and TEM results. The surface area is extraordinarily high, up to more than 2300 m 2 g −1 , and the pore volume is as high as 1.3 cm 3 g −1 for a titanium loading range of 1-5%. Oxidative bromination reaction using Ti-MCM-41 as catalyst showed impressive results, with the 60 • C catalysts having higher activity.

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Peroxidative Halogenation Catalyzed by Transition-Metal-Ion-Grafted Mesoporous Silicate Materials

Cited by 106 publications

References 23 publications

Oxidative Halogenation with “Green” Oxidants: Oxygen and Hydrogen Peroxide

Oxidative Halogenation with “Green” Oxidants: Oxygen and Hydrogen Peroxide

X-ray spectromicroscopic investigation of natural organochlorine distribution in weathering plant material

Synthesis of Ti-MCM-41 directly from silatrane and titanium glycolate and its catalytic activity1

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