Catalytic activity of hierarchical beta zeolites in the Prins cyclization of (−)-isopulegol with acetone

Mathias Laluc; Roman Barakov; Päivi Mäki-Arvela; Nataliya Shcherban; Dmitry Yu Murzin

doi:10.1016/j.apcata.2021.118131

Catalytic activity of hierarchical beta zeolites in the Prins cyclization of (−)-isopulegol with acetone

Mathias Laluc, Roman Barakov, Päivi Mäki-Arvela, Nataliya Shcherban, Dmitry Yu Murzin^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Scientific › peer-review

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Abstract

Several hierarchical beta zeolites prepared via hydrothermal treatment of a concentrated zeolite gel-precursor were investigated in Prins cyclisation between (–)-isopulegol and acetone acting as a reactant and a solvent for production of a chromenol compound exhibiting antiviral activity. The catalysts were characterized by SEM, TEM, nitrogen physisorption, ammonia TPD, adsorption-desorption of pyridine and 2,4,6-tri-tert-butylpyridine with FTIR spectroscopy. For the Prins cyclization performed at 30 °C, the highest yield of the desired product was obtained over a zeolite catalyst containing a developed mesoporosity with a uniform mesopore size and an optimum ratio of Brønsted to Lewis acid sites.

Original language	English
Article number	118131
Journal	Applied Catalysis A: General
Volume	618
DOIs	https://doi.org/10.1016/j.apcata.2021.118131
Publication status	Published - 25 May 2021
MoE publication type	A1 Journal article-refereed

Keywords

Chromenol
Hierarchical zeolite
Prins cyclisation
Tetrahydropyran ring structure

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10.1016/j.apcata.2021.118131

Prins cyclisation isopulegol and acetone 5_revised cleanAccepted author manuscript, 2.33 MBLicence: CC BY-NC-ND

https://urn.fi/URN:NBN:fi-fe2023050139608

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title = "Catalytic activity of hierarchical beta zeolites in the Prins cyclization of (−)-isopulegol with acetone",

abstract = "Several hierarchical beta zeolites prepared via hydrothermal treatment of a concentrated zeolite gel-precursor were investigated in Prins cyclisation between (–)-isopulegol and acetone acting as a reactant and a solvent for production of a chromenol compound exhibiting antiviral activity. The catalysts were characterized by SEM, TEM, nitrogen physisorption, ammonia TPD, adsorption-desorption of pyridine and 2,4,6-tri-tert-butylpyridine with FTIR spectroscopy. For the Prins cyclization performed at 30 °C, the highest yield of the desired product was obtained over a zeolite catalyst containing a developed mesoporosity with a uniform mesopore size and an optimum ratio of Br{\o}nsted to Lewis acid sites.",

keywords = "Chromenol, Hierarchical zeolite, Prins cyclisation, Tetrahydropyran ring structure",

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AU - Laluc, Mathias

AU - Barakov, Roman

AU - Mäki-Arvela, Päivi

AU - Shcherban, Nataliya

AU - Murzin, Dmitry Yu

N1 - Embargo 24 Months Licence CC BY-NC-ND Institutional Repository begärt fulltext av Päivi Mäki-Arvela (7.5.2021) ALG

PY - 2021/5/25

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N2 - Several hierarchical beta zeolites prepared via hydrothermal treatment of a concentrated zeolite gel-precursor were investigated in Prins cyclisation between (–)-isopulegol and acetone acting as a reactant and a solvent for production of a chromenol compound exhibiting antiviral activity. The catalysts were characterized by SEM, TEM, nitrogen physisorption, ammonia TPD, adsorption-desorption of pyridine and 2,4,6-tri-tert-butylpyridine with FTIR spectroscopy. For the Prins cyclization performed at 30 °C, the highest yield of the desired product was obtained over a zeolite catalyst containing a developed mesoporosity with a uniform mesopore size and an optimum ratio of Brønsted to Lewis acid sites.

AB - Several hierarchical beta zeolites prepared via hydrothermal treatment of a concentrated zeolite gel-precursor were investigated in Prins cyclisation between (–)-isopulegol and acetone acting as a reactant and a solvent for production of a chromenol compound exhibiting antiviral activity. The catalysts were characterized by SEM, TEM, nitrogen physisorption, ammonia TPD, adsorption-desorption of pyridine and 2,4,6-tri-tert-butylpyridine with FTIR spectroscopy. For the Prins cyclization performed at 30 °C, the highest yield of the desired product was obtained over a zeolite catalyst containing a developed mesoporosity with a uniform mesopore size and an optimum ratio of Brønsted to Lewis acid sites.

KW - Chromenol

KW - Hierarchical zeolite

KW - Prins cyclisation

KW - Tetrahydropyran ring structure

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DO - 10.1016/j.apcata.2021.118131

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VL - 618

JO - Applied Catalysis A: General

JF - Applied Catalysis A: General

M1 - 118131

ER -

Catalytic activity of hierarchical beta zeolites in the Prins cyclization of (−)-isopulegol with acetone

Abstract

Keywords

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