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^*

^*Tämän työn vastaava kirjoittaja

Tutkimustuotos: Lehtiartikkeli › Artikkeli › Tieteellinen › vertaisarvioitu

13 Sitaatiot (Scopus)

20 Lataukset (Pure)

Abstrakti

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.

Alkuperäiskieli	Englanti
Artikkeli	118131
Julkaisu	Applied Catalysis A: General
Vuosikerta	618
DOI - pysyväislinkit	https://doi.org/10.1016/j.apcata.2021.118131
Tila	Julkaistu - 25 toukok. 2021
OKM-julkaisutyyppi	A1 Julkaistu artikkeli, soviteltu

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10.1016/j.apcata.2021.118131

Prins cyclisation isopulegol and acetone 5_revised cleanHyväksytty kirjoittajan käsikirjoitus, 2,33 MBLisenssi: CC BY-NC-ND

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

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@article{e1fc237962ed4865a5fd33fa9be28fa3,

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",

author = "Mathias Laluc and Roman Barakov and P{\"a}ivi M{\"a}ki-Arvela and Nataliya Shcherban and Murzin, {Dmitry Yu}",

note = "Embargo 24 Months Licence CC BY-NC-ND Institutional Repository beg{\"a}rt fulltext av P{\"a}ivi M{\"a}ki-Arvela (7.5.2021) ALG",

year = "2021",

month = may,

day = "25",

doi = "10.1016/j.apcata.2021.118131",

language = "English",

volume = "618",

journal = "Applied Catalysis A: General",

issn = "0926-860X",

publisher = "Elsevier",

}

TY - JOUR

T1 - Catalytic activity of hierarchical beta zeolites in the Prins cyclization of (−)-isopulegol with acetone

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

Y1 - 2021/5/25

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

UR - http://www.scopus.com/inward/record.url?scp=85103702513&partnerID=8YFLogxK

U2 - 10.1016/j.apcata.2021.118131

DO - 10.1016/j.apcata.2021.118131

M3 - Article

AN - SCOPUS:85103702513

SN - 0926-860X

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

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