Microporous polyacetylene networks as catalysts for β–pinene oxide rearrangement – influence of catalysts and solvent type

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Microporous polyacetylene networks as catalysts for β–pinene oxide rearrangement – influence of catalysts and solvent type

Popis výsledku v původním jazyce

β-Pinene and β-pinene oxide are the important compounds for fine chemicals production. Due to their non-specific organoleptic properties, they are often transformed into the more appealing compounds such as myrtanal, myrtenol or perillyl alcohol.1 In foregoing works1,2 the influence of catalysts type (in relation to the acidity type) was studied. Using Lewis acids as catalysts the formation of myrtanal was preferred1 while using Brønsted acids the creation of perillyl alcohol was favored.2 Our previous research showed the significant influence of solvent type on the reaction course.3,4 Microporous polyacetylene networks prepared by chain growth polymerization of multifunctional alkynes (1,4-diethynylbenzene, 1,3,5-triethynylbenzene and tetrakis(4-ethynylphenyl)methane) contained terminal ethynyl function groups.5 The acid terminal hydrogen in ethynyl function group can serve as a catalytic centre for isomerization of β pinene oxide. The crucial influence of catalyst and solvent type was confirmed in this work. The best results were achieved using DMSO as a solvent and poly(1,3,5-triethynylbenzene) as the catalyst (the yield of perillyl alcohol about 50 % in 15 min). The catalyst can be simply separated from the reaction mixture and reused in the reaction with a small decrease of activity.

Název v anglickém jazyce

Microporous polyacetylene networks as catalysts for β–pinene oxide rearrangement – influence of catalysts and solvent type

Popis výsledku anglicky

β-Pinene and β-pinene oxide are the important compounds for fine chemicals production. Due to their non-specific organoleptic properties, they are often transformed into the more appealing compounds such as myrtanal, myrtenol or perillyl alcohol.1 In foregoing works1,2 the influence of catalysts type (in relation to the acidity type) was studied. Using Lewis acids as catalysts the formation of myrtanal was preferred1 while using Brønsted acids the creation of perillyl alcohol was favored.2 Our previous research showed the significant influence of solvent type on the reaction course.3,4 Microporous polyacetylene networks prepared by chain growth polymerization of multifunctional alkynes (1,4-diethynylbenzene, 1,3,5-triethynylbenzene and tetrakis(4-ethynylphenyl)methane) contained terminal ethynyl function groups.5 The acid terminal hydrogen in ethynyl function group can serve as a catalytic centre for isomerization of β pinene oxide. The crucial influence of catalyst and solvent type was confirmed in this work. The best results were achieved using DMSO as a solvent and poly(1,3,5-triethynylbenzene) as the catalyst (the yield of perillyl alcohol about 50 % in 15 min). The catalyst can be simply separated from the reaction mixture and reused in the reaction with a small decrease of activity.

Druh

D - Stať ve sborníku

CEP obor

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OECD FORD obor

10401 - Organic chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

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

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název statě ve sborníku

PROCEEDINGS of the 6th International Conference on Chemical Technology

ISBN

978-80-86238-77-7

ISSN

2336-8128

e-ISSN

neuvedeno

Počet stran výsledku

6

Strana od-do

353-358

Název nakladatele

Česká společnost průmyslové chemie (ČSPCH)

Místo vydání

Praha

Místo konání akce

Mikulov

Datum konání akce

16. 4. 2018

Typ akce podle státní příslušnosti

WRD - Celosvětová akce

Kód UT WoS článku

000461293800065