One-pot synthesis of cyclohexylphenol via isopropyl alcohol-assisted phenol conversion using the tandem system RANEY(R) Nickel plus hierarchical Beta zeolite

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F22%3A10453672" target="_blank" >RIV/00216208:11310/22:10453672 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=aLJM1KOjg~" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=aLJM1KOjg~</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d2gc01353c" target="_blank" >10.1039/d2gc01353c</a>

Jazyk výsledku

angličtina

Název v původním jazyce

One-pot synthesis of cyclohexylphenol via isopropyl alcohol-assisted phenol conversion using the tandem system RANEY(R) Nickel plus hierarchical Beta zeolite

Popis výsledku v původním jazyce

Cyclohexylphenols are valuable intermediate chemicals applied in the manufacture of dyes, resins, and pharmaceutical drugs. However, they are synthesized using raw chemicals derived from fossil fuels rather than sustainable sources (e.g., lignin-derived phenol). In this article, we report a one-pot synthesis of cyclohexylphenols via phenol-assisted conversion with isopropyl alcohol over the tandem catalytic system formed by RANEY(R) Nickel plus hierarchical Beta zeolite. Over this tandem catalytic system, cyclohexylphenols were synthesized with remarkable selectivity (approx. 70%) at high conversion rates (64%) after 1 h of reaction at 150 °C. In contrast, higher temperatures (175 °C) were required to obtain alkylphenols over the Al-SBA-15 catalyst, which is highly accessible thanks to its uniform mesoporous structure, albeit with weaker Lewis acid sites. Additionally, selectivity to cyclohexylphenols over Al-SBA-15 was far lower (19%) than over hierarchical Beta zeolite, and cresols were instead the most abundant alkylphenol (26%). Therefore, the combination of suitable accessibility and Bronsted acidity of hierarchical Beta with the hydrogenating ability of RANEY(R) Ni through catalytic hydrogen transfer from isopropyl alcohol drives the selectivity of this tandem system towards the production of cyclohexylphenols.

Název v anglickém jazyce

One-pot synthesis of cyclohexylphenol via isopropyl alcohol-assisted phenol conversion using the tandem system RANEY(R) Nickel plus hierarchical Beta zeolite

Popis výsledku anglicky

Cyclohexylphenols are valuable intermediate chemicals applied in the manufacture of dyes, resins, and pharmaceutical drugs. However, they are synthesized using raw chemicals derived from fossil fuels rather than sustainable sources (e.g., lignin-derived phenol). In this article, we report a one-pot synthesis of cyclohexylphenols via phenol-assisted conversion with isopropyl alcohol over the tandem catalytic system formed by RANEY(R) Nickel plus hierarchical Beta zeolite. Over this tandem catalytic system, cyclohexylphenols were synthesized with remarkable selectivity (approx. 70%) at high conversion rates (64%) after 1 h of reaction at 150 °C. In contrast, higher temperatures (175 °C) were required to obtain alkylphenols over the Al-SBA-15 catalyst, which is highly accessible thanks to its uniform mesoporous structure, albeit with weaker Lewis acid sites. Additionally, selectivity to cyclohexylphenols over Al-SBA-15 was far lower (19%) than over hierarchical Beta zeolite, and cresols were instead the most abundant alkylphenol (26%). Therefore, the combination of suitable accessibility and Bronsted acidity of hierarchical Beta with the hydrogenating ability of RANEY(R) Ni through catalytic hydrogen transfer from isopropyl alcohol drives the selectivity of this tandem system towards the production of cyclohexylphenols.

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

2022

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

1463-9270

Svazek periodika

24

Číslo periodika v rámci svazku

23

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

12

Strana od-do

9168-9179

Kód UT WoS článku

000880788600001

EID výsledku v databázi Scopus

2-s2.0-85142294198