Chemo-, regio- and stereo-selective aerial oxidation of limonene to the endo-1,2-epoxide over Mn(Salen)-sulfonated SBA-15

Saikia, Lakshi; Srinivas, D.; Ratnasamy, P.

doi:10.1016/j.apcata.2006.05.011

Cited by 91 publications

(36 citation statements)

References 52 publications

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“…12,13 However, the catalytic behavior of the corresponding achiral catalyst was not explored in these works. Recently, Ratnasamy and coworkers 14 used a heterogeneous achiral Jacobsen's catalyst (without the terbutyl groups) on limonene epoxidation but low catalytic activities were obtained. It is widely known that terbutyl groups favor the approaching of incoming olefin to the catalytically active center.…”

Section: Introductionmentioning

confidence: 98%

Effect of the substrate and catalyst chirality on the diastereoselective epoxidation of limonene using Jacobsen‐type catalysts

et al. 2009

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Chiral and achiral Jacobsen's catalysts in their homogeneous form or immobilized on Al-MCM-41 exhibit similar catalytic activity during diastereoselective epoxidation of limonene when in situ generated dimethyldioxirane is used as oxidizing agent. Experimental observations suggest that not only the catalyst chiral center but also the substrate chiral center participates in the preferential formation of most diastereomers. Remarkable turnover numbers (TON), up to 288, was achieved over the heterogeneous catalysts in comparison to their homogeneous counterparts (TON up to 46). Catalyst leaching rather than catalyst oxidative degradation was identified as the main source of catalyst deactivation during reutilization tests.

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Section: Introductionmentioning

confidence: 98%

Effect of the substrate and catalyst chirality on the diastereoselective epoxidation of limonene using Jacobsen‐type catalysts

et al. 2009

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“…The epoxidation reactions are performed using mainly heterogeneous catalysts and hydrogen peroxide as an oxidant [5][6][7][8][9][10][11][12]; however, the use of a homogeneous catalyst was also reported [13]. Dioxygen [14][15][16][17] and tert-butyl hydroperoxide [18][19][20][21] were used as oxidants in epoxidation of limonene as well. Recently, [22] epoxidation of limonene was performed using acetylperoxyborate (which decomposes to peracetic acid and hydrogen peroxide) catalyzed by metal-ion-substituted aluminophosphates.…”

Section: Introductionmentioning

confidence: 99%

Iron(II, III)-Catalyzed Oxidation of Limonene by Dioxygen

2007

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Labile iron(II) and iron(III) complexes {[Fe II (bpy) 2 2+ ] solv and [Fe III (bpy) 2 3+] solv } in acetonitrile activate dioxygen for the oxidation of limonene to produce mainly carvone, carveol, limonene oxide, and perillaldehyde. Iron(III) complex is reduced by the substrate to iron(II) one, which activates dioxygen. Probably the catalyst interacts with substrate prior to the oxidation process. Perillaldehyde is likely formed directly from oxidation of methyl group (not via alcohol). However, the aldehyde is also reduced to perillyl alcohol by the reduced form of the catalyst.

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“…It can clearly be seen that as [R-C 2 H 5 ] increases so too does the intensity of the C-H stretch. Vibrations relating to the SO 3 H functionality are also seen in these spectra at 650 cm -1 [36]. These are absent in all other materials.…”

Section: Thermogravimetric Analysismentioning

confidence: 62%

The reactivity of mesoporous silica modified with acidic sites in the production of biodiesel

Sherry¹,

Sullivan²

2011

Catalysis Today

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Publication informationCatalysis Today, 175 (1): 471-476Publisher Elsevier Item record/more information http://hdl.handle.net/10197/3975 Publisher's statementThis is the author's version of a work that was accepted for publication in Catalysis Today. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Catalysis Today, 175, (1) AbstractThis work has studied a range of acidic catalysts which have been prepared through the modification of mesoporous silica materials. Specifically we have prepared -SO 3 H modified materials (in the presence and absence of a hydrophobic component) and -COOH and -CN materials. We have characterized these catalysts using TEM, TGA, TPD of probe molecules and IR and we have analysed their activity in the esterification of octanoic acid and the transesterification of triacetin. Activity in the esterification reaction (in which all catalysts are active) is not determined by the acid site concentration of the catalyst while the activity of active catalysts in the transesterification reaction (in which only -SO 3 H materials are active) appears related to acid site concentration.

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Chemo-, regio- and stereo-selective aerial oxidation of limonene to the endo-1,2-epoxide over Mn(Salen)-sulfonated SBA-15

Cited by 91 publications

References 52 publications

Effect of the substrate and catalyst chirality on the diastereoselective epoxidation of limonene using Jacobsen‐type catalysts

Effect of the substrate and catalyst chirality on the diastereoselective epoxidation of limonene using Jacobsen‐type catalysts

Iron(II, III)-Catalyzed Oxidation of Limonene by Dioxygen

The reactivity of mesoporous silica modified with acidic sites in the production of biodiesel

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