New efficient catalysts based on hydrotalcite for synthesis of sandalwood-type fragrances

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F24%3A43928000" target="_blank" >RIV/60461373:22310/24:43928000 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0920586123004297?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0920586123004297?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.cattod.2023.114405" target="_blank" >10.1016/j.cattod.2023.114405</a>

Jazyk výsledku

angličtina

Název v původním jazyce

New efficient catalysts based on hydrotalcite for synthesis of sandalwood-type fragrances

Popis výsledku v původním jazyce

The presented study focuses on the development of metal-modified bifunctional catalysts based on hydrotalcites (HT) and their utilization for the „one-pot“ synthesis of 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enol, also known as Santalinol. Such fragrance has a strong scent of sandalwood and is used in the perfume and cosmetics industry. The synthesis of Santalinol involves two steps: the aldol condensation of campholenic aldehyde with propanal to form 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal (santalinal), followed by selective hydrogenation. Three hydrotalcites with different magnesium-aluminium ratios ranging from 2 to 3 were prepared and tested for aldol condensation. Among them, the most active catalyst was modified with a metal using the impregnation method and various metal precursors. The modification using palladium (II) acetylacetonate solution in toluene proved to be the most advantageous. An efficient bifunctional catalyst was prepared, consisting of a hydrotalcite with a magnesium-aluminium ratio of 2.5 and 0.1 wt% of palladium for Santalinol synthesis. Under optimal conditions in a one-pot reaction, a 40% conversion of campholenic aldehyde was achieved after aldol condensation, with a selectivity of 86% towards santalinal. During the hydrogenation step, a selectivity of up to 75% towards Santalinol, relative to the formed santalinal, was observed. © 2023 Elsevier B.V.

Název v anglickém jazyce

New efficient catalysts based on hydrotalcite for synthesis of sandalwood-type fragrances

Popis výsledku anglicky

The presented study focuses on the development of metal-modified bifunctional catalysts based on hydrotalcites (HT) and their utilization for the „one-pot“ synthesis of 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enol, also known as Santalinol. Such fragrance has a strong scent of sandalwood and is used in the perfume and cosmetics industry. The synthesis of Santalinol involves two steps: the aldol condensation of campholenic aldehyde with propanal to form 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal (santalinal), followed by selective hydrogenation. Three hydrotalcites with different magnesium-aluminium ratios ranging from 2 to 3 were prepared and tested for aldol condensation. Among them, the most active catalyst was modified with a metal using the impregnation method and various metal precursors. The modification using palladium (II) acetylacetonate solution in toluene proved to be the most advantageous. An efficient bifunctional catalyst was prepared, consisting of a hydrotalcite with a magnesium-aluminium ratio of 2.5 and 0.1 wt% of palladium for Santalinol synthesis. Under optimal conditions in a one-pot reaction, a 40% conversion of campholenic aldehyde was achieved after aldol condensation, with a selectivity of 86% towards santalinal. During the hydrogenation step, a selectivity of up to 75% towards Santalinol, relative to the formed santalinal, was observed. © 2023 Elsevier B.V.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

CATALYSIS TODAY

ISSN

0920-5861

e-ISSN

1873-4308

Svazek periodika

427

Číslo periodika v rámci svazku

Neuveden

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

11

Strana od-do

nestránkováno

Kód UT WoS článku

001097144800001

EID výsledku v databázi Scopus

2-s2.0-85175053825