Ce3+-Exchanged Montmorillonite (Ce3+-Mont) as a Useful Substrate-Selective Acetalization Catalyst

Tateiwa, Jun-ichi; Horiuchi, Hideo; Uemura, Sakae

doi:10.1021/jo00118a021

Cited by 103 publications

(28 citation statements)

References 1 publication

(1 reference statement)

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“…The Ce 3+ cation acted as a Lewis-acid site and activated the carbonyl group by coordination, on the order of 1 kJ mol À1 as measured by FTIR. [233] 6.5. Synthesis of benzimidazole derivatives Corma and collaborators [234] have developed an effective strategy for the rapid and efficient one-pot synthesis of benzimidazoles involving a new environmentally friendly catalytic procedure.…”

Section: Synthesis Of Acetalsmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

357

244

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Ceria has been the subject of thorough investigations, mainly because of its use as an active component of catalytic converters for the treatment of exhaust gases. However, ceria‐based catalysts have also been developed for different applications in organic chemistry. The redox and acid–base properties of ceria, either alone or in the presence of transition metals, are important parameters that allow to activate complex organic molecules and to selectively orient their transformation. Pure ceria is used in several organic reactions, such as the dehydration of alcohols, the alkylation of aromatic compounds, ketone formation, and aldolization, and in redox reactions. Ceria‐supported metal catalysts allow the hydrogenation of many unsaturated compounds. They can also be used for coupling or ring‐opening reactions. Cerium atoms can be added as dopants to catalytic system or impregnated onto zeolites and mesoporous catalyst materials to improve their performances. This Review demonstrates that the exceptional surface (and sometimes bulk) properties of ceria make cerium‐based catalysts very effective for a broad range of organic reactions.

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Section: Synthesis Of Acetalsmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

357

244

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“…Proper acid amount as well as suitable drying ability of CeH-Y zeolite and Ce-mont seems to work well in shifting the equilibrium in favor of the product (12). Also, a Ce 3+ ion act as a Lewis acid site and activate the carbonyl group by coordination, in the order of 1 kJmol −1 [13].…”

Section: Acetalization Of Ketonesmentioning

confidence: 99%

“…Solid acid catalysts are the best alternative. Solid acid catalysts reported for this reaction include; montmorillonite clay [10,11], mesoporous aluminosilicate [12], Ce-mont [13], sulphated metal oxides [14], cation exchanged resins [15], and acidic zeolites [2,6]. There are other protocols available for the protection of carbonyl compounds.…”

mentioning

confidence: 99%

Acetalization of ketones on K-10 clay and rare earth exchanged HFAU-Y zeolites: A mild and facile procedure for the synthesis of dimethylacetals

Thomas

Sugunan

2006

J Porous Mater

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Dimethylacetals of ketones; cyclohexanone, acetophenone, and benzophenone have been prepared by reacting ketones with methanol under mild reaction conditions. Large pore zeolites (H-Y and its rare earth metal, Ce 3+ , La 3+ , and RE 3+ modified forms), and mesoporous clay (K-10 montmorillonite and its cerium exchanged counterpart) with regular pore structure, silica and silica-alumina have been used as catalysts. Clay catalysts are found to be much more active than zeolites, thanks to slightly bigger pore size. The nature of the pores of the solid acid catalysts determine acetalization efficiency of a particular catalyst. As evidenced by the reaction time studies, the catalyst decay is greater over the zeolites than over the clays. Carrying out the reaction with ketones of different molecular sizes it is shown that K-10 clays and rare earth exchanged H-Y zeolites are promising environmentally friendly catalysts for their use in the production fine chemicals.

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“…Acetals are commonly prepared from alcohol and/or corresponding trialkyl orthoformate with Brønsted and Lewis acid catalysts [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35]. Although many efficient and reliable reactions for the conversion of carbonyl compounds to their corresponding acetals have been reported, there are, however, some drawbacks such as long reaction times, tedious work-up and separation of catalyst, toxic metal waste, unwanted side reaction and nonselectivity regarding these methods.…”

Section: Introductionmentioning

confidence: 99%

Cobalt(II) schiff base functionalized mesoporous silica as an efficient and recyclable chemoselective acetalization catalyst

Rajabi

2010

JICS

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Cobalt(II) Schiff base functionalized mesoporous silica was synthesized from covalent attachment via the introduction of Co(OAc) 2 to salicylaldimine functionalized mesoporous silica. The catalyst proved to be chemoselective one for the acetalization of aldehydes to the corresponding acetals in alcohol. The immobilized catalyst can be easily recovered and reused for at least ten reaction cycles without significant loss of its catalytic activity.

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Ce3+-Exchanged Montmorillonite (Ce3+-Mont) as a Useful Substrate-Selective Acetalization Catalyst

Cited by 103 publications

References 1 publication

Ceria‐Based Solid Catalysts for Organic Chemistry

Ceria‐Based Solid Catalysts for Organic Chemistry

Acetalization of ketones on K-10 clay and rare earth exchanged HFAU-Y zeolites: A mild and facile procedure for the synthesis of dimethylacetals

Cobalt(II) schiff base functionalized mesoporous silica as an efficient and recyclable chemoselective acetalization catalyst

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