Hierarchical Beta zeolites as catalysts in a one-pot three-component cascade Prins-Friedel-Crafts reaction

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F20%3A10419847" target="_blank" >RIV/00216208:11310/20:10419847 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=_drbZwCLEb" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=_drbZwCLEb</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d0gc01787f" target="_blank" >10.1039/d0gc01787f</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Hierarchical Beta zeolites as catalysts in a one-pot three-component cascade Prins-Friedel-Crafts reaction

Popis výsledku v původním jazyce

Hierarchical Beta zeolites obtained from concentrated reaction mixtures (H2O/Si = 2.5-7.0) in the presence of CTAB and their conventional and nanosponge analogues were investigated in a one-pot cascade environmentally friendly Prins-Friedel-Crafts reaction of butyraldehyde with 3-buten-1-ol and anisole under mild conditions (60 degrees C). The highest yields of the desired products with 4-aryltetrahydropyran structure were achieved when using hierarchical zeolites characterised by well-developed mesoporosity (facilitating the formation of bulky intermediates and products) and by an increased fraction of highly accessible (evaluated by TTBPy method) medium-strength Bronsted acid sites. Acid sites with higher strength promote strong adsorption of bulk O-containing intermediates or products and the formation of by products (tetrahydropyranyl ether and 2-propyloxan-4-ol). Therefore, this is an inexpensive and simple synthesis method for preparing hierarchical zeolites with catalytic activity comparable to that of nanosponge Beta, which is however prepared using complex and expensive multi-quaternary ammonium surfactants. Moreover, this synthetic protocol for 4-aryltetrahydropyrans replaces the carcinogenic and toxic chemicals, which have been previously used for Prins-Friedel-Crafts reactions, with green and non-toxic substances.

Název v anglickém jazyce

Hierarchical Beta zeolites as catalysts in a one-pot three-component cascade Prins-Friedel-Crafts reaction

Popis výsledku anglicky

Hierarchical Beta zeolites obtained from concentrated reaction mixtures (H2O/Si = 2.5-7.0) in the presence of CTAB and their conventional and nanosponge analogues were investigated in a one-pot cascade environmentally friendly Prins-Friedel-Crafts reaction of butyraldehyde with 3-buten-1-ol and anisole under mild conditions (60 degrees C). The highest yields of the desired products with 4-aryltetrahydropyran structure were achieved when using hierarchical zeolites characterised by well-developed mesoporosity (facilitating the formation of bulky intermediates and products) and by an increased fraction of highly accessible (evaluated by TTBPy method) medium-strength Bronsted acid sites. Acid sites with higher strength promote strong adsorption of bulk O-containing intermediates or products and the formation of by products (tetrahydropyranyl ether and 2-propyloxan-4-ol). Therefore, this is an inexpensive and simple synthesis method for preparing hierarchical zeolites with catalytic activity comparable to that of nanosponge Beta, which is however prepared using complex and expensive multi-quaternary ammonium surfactants. Moreover, this synthetic protocol for 4-aryltetrahydropyrans replaces the carcinogenic and toxic chemicals, which have been previously used for Prins-Friedel-Crafts reactions, with green and non-toxic substances.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

<a href="/cs/project/GX19-27551X" target="_blank" >GX19-27551X: ADORable katalyzátory</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2020

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Green Chemistry

ISSN

1463-9262

e-ISSN

—

Svazek periodika

22

Číslo periodika v rámci svazku

20

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

6992-7002

Kód UT WoS článku

000579757000027

EID výsledku v databázi Scopus

2-s2.0-85095111718