Prins cyclization of isoprenol with various aldehydes using MoO3/SiO2 as a catalyst

Sekerová, Lada; Vyskočilová, Eliška; Červený, Libor

doi:10.1007/s11144-016-1131-5

Cited by 16 publications

(14 citation statements)

References 35 publications

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“…But the main reason why the total conversion of the latter mentioned aldehydes to the desired products was not achieved was the consumption of isoprenol for the formation of acetals with these aldehydes. This is in good agreement with our previous findings . The almost total conversion of aliphatic aldehydes was achieved within 1 h while using anisaldehyde and cinnamaldehyde as the substrates only 80 % conversion of these compounds was achieved after 4 h of the reaction.…”

Section: Resultssupporting

confidence: 93%

Sulfonated Hyper‐cross‐linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts

et al. 2019

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Two highly sulfonated micro/mesoporous polymers, P(1,3‐DEB)‐SO3H and P(1,4‐DEB)‐SO3H, with permanent porosity, the specific surface area about 550 m2 ⋅ g−1 and the content of SO3H groups of 2.7 mmol ⋅ g−1 were prepared as new acid Porous Polymer Catalysts, PPCs. The PPCs were achieved by easy sulfonation of parent hyper‐cross‐linked micro/mesoporous polyacetylene‐type networks resulting from a chain‐growth homopolymerization of 1,3‐ and 1,4‐diethynylbenzenes. New PPCs are reported as highly active and reusable heterogeneous catalysts of esterification of fatty acids with methanol and ethanol, Prins cyclization of aldehydes with isoprenol and intramolecular Prins cyclization of citronellal to isopulegol. The catalytic activity of the micro/mesoporous PPCs (TON values up to 522 mol ⋅ mol−1) was higher than that of commercial polymer‐based heterogeneous catalyst Amberlyst 15 possessing gel texture without permanent pores and that of p‐toluenesulfonic acid applied as a homogeneous catalyst.

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Section: Resultssupporting

confidence: 93%

Sulfonated Hyper‐cross‐linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts

et al. 2019

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“…Bands characteristic for MoO3 ( [34] were also present. The presence of intensive bands for MoO3 corresponded to the fact that the sample contained a large amount of MoO3, which was not homogenously dispersed [35]. Materials 20Mo550 and 20Mo600 were partially amorphous, which was especially visible by the absence of a band at 7.8 2Theta° and a decrease of some other bands' intensity characteristic for alumosilicate.…”

Section: Materials Preparation and Characterizationmentioning

confidence: 98%

Solvent Influence on Selectivity in α-Pinene Oxide Isomerization Using MoO3-Modified Zeolite BETA

et al. 2020

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Natural source turpentine is an available source of α-pinene oxide. This compound’s value is especially given by the possibility of producing important compounds campholenic aldehyde and trans-carveol. In this work, we would like to present the usage of MoO3-modified zeolite BETA in α-pinene oxide isomerization concerning campholenic aldehyde and trans-carveol formation using a wide range of solvents. Catalyst calcination temperature also influenced the reaction course (selectivity to desired compounds and reaction rate). MoO3-zeolite BETA was prepared by the wet impregnation method and characterized by different techniques. The use of polar aprotic solvents had the most positive effect on the reaction course. Solvent basicity and polarity considerably influenced the reaction rate and selectivity to particular products. The combination of high basicity and the high polarity was the most suitable for the studied reaction from the reaction rate point of view. Selectivity to campholenic aldehyde and trans-carveol was the most influenced by solvent basicity. Higher solvent basicity caused the preferential formation of trans–carveol, influence on selectivity to campholenic aldehyde formation was the opposite. The described catalyst may be used for α-pinene oxide rearrangement to both desired products dependently on the used solvent. Molybdenum offers an exciting alternative for previously described modifications of zeolites for this reaction.

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“…80% yield of Florol was reported over a silica-supported heteropoly acid under mild conditions using green solvents (dimethylcarbonate or diethylcarbonate) [24]. Deposition of MoO 3 onto silicas [25] or alumosilicates [26] providing a higher dispersion of the active phase resulted in ca. 50% selectivity towards the desired substituted tetrahydropyranol at 70 • C. Silica materials modified using iron nitrate were found to be active only in the formation of hemiacetal or acetal as side products.…”

Section: Introductionmentioning

confidence: 99%

Florol synthesis via Prins cyclization over hierarchical beta zeolites

Shcherban

Barakov²,

Lasne³

et al. 2022

Molecular Catalysis

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Prins cyclization of isoprenol with various aldehydes using MoO3/SiO2 as a catalyst

Cited by 16 publications

References 35 publications

Sulfonated Hyper‐cross‐linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts

Sulfonated Hyper‐cross‐linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts

Solvent Influence on Selectivity in α-Pinene Oxide Isomerization Using MoO3-Modified Zeolite BETA

Florol synthesis via Prins cyclization over hierarchical beta zeolites

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