Silica immobilized Hoveyda type pre-catalysts: Convenient and reusable heterogeneous catalysts for batch and flow olefin metathesis

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

Externe Organisationen

  • Precious Metals Chemistry
Forschungs-netzwerk anzeigen

Details

OriginalspracheEnglisch
Seiten (von - bis)183-191
Seitenumfang9
FachzeitschriftAustralian Journal of Chemistry
Jahrgang66
Ausgabenummer2
PublikationsstatusVeröffentlicht - 9 Jan. 2013

Abstract

Two Hoveyda type ruthenium metathesis precatalysts, Umicore M51 and Umicore M71 SIMES, were immobilized on commercial silica in a simple and fast procedure through direct interaction with the support surface. These precatalysts exhibited good activity in ring-closing, cross, and enyne metathesis reactions and were stable in terms of reusability to be used for consecutive runs under both batch and flow conditions. In non-polar media, the catalytic activity of the precatalysts is truly based on a heterogeneous species, and the contamination of the products with ruthenium was very low with respect to starting catalyst (0.003-0.01%; 0.13-0.44ppm). If necessary, such as in solvents like toluene, the ruthenium content can easily be reduced to levels below 0.5ppm by treatment of the crude metathesis products with the commercial scavenger QuadraSil AP or by use of an additional QuadraSil AP scavenger cartridge under flow conditions.

ASJC Scopus Sachgebiete

Zitieren

Silica immobilized Hoveyda type pre-catalysts: Convenient and reusable heterogeneous catalysts for batch and flow olefin metathesis. / Solodenko, Wladimir; Doppiu, Angelino; Frankfurter, René et al.
in: Australian Journal of Chemistry, Jahrgang 66, Nr. 2, 09.01.2013, S. 183-191.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Solodenko, Wladimir ; Doppiu, Angelino ; Frankfurter, René et al. / Silica immobilized Hoveyda type pre-catalysts : Convenient and reusable heterogeneous catalysts for batch and flow olefin metathesis. in: Australian Journal of Chemistry. 2013 ; Jahrgang 66, Nr. 2. S. 183-191.
Download
@article{963d5f1df54c4c6cb29bd6e47216458a,
title = "Silica immobilized Hoveyda type pre-catalysts: Convenient and reusable heterogeneous catalysts for batch and flow olefin metathesis",
abstract = "Two Hoveyda type ruthenium metathesis precatalysts, Umicore M51 and Umicore M71 SIMES, were immobilized on commercial silica in a simple and fast procedure through direct interaction with the support surface. These precatalysts exhibited good activity in ring-closing, cross, and enyne metathesis reactions and were stable in terms of reusability to be used for consecutive runs under both batch and flow conditions. In non-polar media, the catalytic activity of the precatalysts is truly based on a heterogeneous species, and the contamination of the products with ruthenium was very low with respect to starting catalyst (0.003-0.01%; 0.13-0.44ppm). If necessary, such as in solvents like toluene, the ruthenium content can easily be reduced to levels below 0.5ppm by treatment of the crude metathesis products with the commercial scavenger QuadraSil AP or by use of an additional QuadraSil AP scavenger cartridge under flow conditions.",
author = "Wladimir Solodenko and Angelino Doppiu and Ren{\'e} Frankfurter and Carla Vogt and Andreas Kirschning",
year = "2013",
month = jan,
day = "9",
doi = "10.1071/CH12434",
language = "English",
volume = "66",
pages = "183--191",
journal = "Australian Journal of Chemistry",
issn = "0004-9425",
publisher = "Commonwealth Scientific And Industrial Research Organization",
number = "2",

}

Download

TY - JOUR

T1 - Silica immobilized Hoveyda type pre-catalysts

T2 - Convenient and reusable heterogeneous catalysts for batch and flow olefin metathesis

AU - Solodenko, Wladimir

AU - Doppiu, Angelino

AU - Frankfurter, René

AU - Vogt, Carla

AU - Kirschning, Andreas

PY - 2013/1/9

Y1 - 2013/1/9

N2 - Two Hoveyda type ruthenium metathesis precatalysts, Umicore M51 and Umicore M71 SIMES, were immobilized on commercial silica in a simple and fast procedure through direct interaction with the support surface. These precatalysts exhibited good activity in ring-closing, cross, and enyne metathesis reactions and were stable in terms of reusability to be used for consecutive runs under both batch and flow conditions. In non-polar media, the catalytic activity of the precatalysts is truly based on a heterogeneous species, and the contamination of the products with ruthenium was very low with respect to starting catalyst (0.003-0.01%; 0.13-0.44ppm). If necessary, such as in solvents like toluene, the ruthenium content can easily be reduced to levels below 0.5ppm by treatment of the crude metathesis products with the commercial scavenger QuadraSil AP or by use of an additional QuadraSil AP scavenger cartridge under flow conditions.

AB - Two Hoveyda type ruthenium metathesis precatalysts, Umicore M51 and Umicore M71 SIMES, were immobilized on commercial silica in a simple and fast procedure through direct interaction with the support surface. These precatalysts exhibited good activity in ring-closing, cross, and enyne metathesis reactions and were stable in terms of reusability to be used for consecutive runs under both batch and flow conditions. In non-polar media, the catalytic activity of the precatalysts is truly based on a heterogeneous species, and the contamination of the products with ruthenium was very low with respect to starting catalyst (0.003-0.01%; 0.13-0.44ppm). If necessary, such as in solvents like toluene, the ruthenium content can easily be reduced to levels below 0.5ppm by treatment of the crude metathesis products with the commercial scavenger QuadraSil AP or by use of an additional QuadraSil AP scavenger cartridge under flow conditions.

UR - http://www.scopus.com/inward/record.url?scp=84873890827&partnerID=8YFLogxK

U2 - 10.1071/CH12434

DO - 10.1071/CH12434

M3 - Article

AN - SCOPUS:84873890827

VL - 66

SP - 183

EP - 191

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 2

ER -

Von denselben Autoren