Synthesis, catalytic activity and medium fluorous recycle of fluorous analogues of PEPPSI catalysts

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43921654" target="_blank" >RIV/60461373:22310/20:43921654 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388963:_____/20:00525654

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0022113920302864" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0022113920302864</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jfluchem.2020.109588" target="_blank" >10.1016/j.jfluchem.2020.109588</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis, catalytic activity and medium fluorous recycle of fluorous analogues of PEPPSI catalysts

Popis výsledku v původním jazyce

PEPPSI complexes are air and moisture stable Pd catalysts, which can be used conveniently in many coupling reactions. With the aim to obtain Pd catalysts recyclable by fluorous separation methods, we modified the structure of commercial PEPPSI complexes by per- or polyfluoroalkylation in various positions. The modifications included the use of a linear polyfluoroalkyl group instead of one aryl group on the NHC ligand, perfluoroalkylation of pyridine ligand, and substitution of chloride ligands on Pd for perfluoroalkanoates or perfluoropolyoxaalkanoates. Comparison of catalytic activity of commercial catalysts with the modified ones in Suzuki-Miyaura cross-coupling reactions showed that the fluorous modifications mostly resulted in the increase of catalytic activity. Moreover, polyfluoroalkylation enabled efficient medium fluorous recycle of the modified catalysts using a two phase aqueous DMF/HFE 7500 ether system.

Název v anglickém jazyce

Synthesis, catalytic activity and medium fluorous recycle of fluorous analogues of PEPPSI catalysts

Popis výsledku anglicky

PEPPSI complexes are air and moisture stable Pd catalysts, which can be used conveniently in many coupling reactions. With the aim to obtain Pd catalysts recyclable by fluorous separation methods, we modified the structure of commercial PEPPSI complexes by per- or polyfluoroalkylation in various positions. The modifications included the use of a linear polyfluoroalkyl group instead of one aryl group on the NHC ligand, perfluoroalkylation of pyridine ligand, and substitution of chloride ligands on Pd for perfluoroalkanoates or perfluoropolyoxaalkanoates. Comparison of catalytic activity of commercial catalysts with the modified ones in Suzuki-Miyaura cross-coupling reactions showed that the fluorous modifications mostly resulted in the increase of catalytic activity. Moreover, polyfluoroalkylation enabled efficient medium fluorous recycle of the modified catalysts using a two phase aqueous DMF/HFE 7500 ether system.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GAP207%2F10%2F1533" target="_blank" >GAP207/10/1533: Fluorové karbeny, komplexy a iontové kapaliny na bázi perfluorpolyethery substituovaných imidazoliových solí a jejich aplikace</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

Journal of Fluorine Chemistry

ISSN

0022-1139

e-ISSN

—

Svazek periodika

236

Číslo periodika v rámci svazku

109588

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

14

Strana od-do

1-14

Kód UT WoS článku

000551145100016

EID výsledku v databázi Scopus

2-s2.0-85086442977