Beneficial effect of water as second solvent in ionic liquid biphasic catalytic hydrogenations

Adi Wolfson; Ivo F.J. Vankelecom; Pierre A. Jacobs

doi:10.1016/j.tetlet.2005.01.179

Beneficial effect of water as second solvent in ionic liquid biphasic catalytic hydrogenations

Adi Wolfson, Ivo F.J. Vankelecom, Pierre A. Jacobs

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

When reactions take place in ionic liquids, a solvent is normally used to extract the products after reaction. It is reported here how the presence of the solvent during the reaction already can seriously improve the catalytic performance. Above all, employing water as the added solvent enhanced the catalytic activities significantly, ascribed to the creation of a well mixed 'emulsion-like' system. The reductions of methyl 2-acetamidoacrylate with Rh-EtDuPHOS and of 2-cyclohexen-1-one with Wilkinson's catalyst in bmimPF ₆ were thus successfully performed in the presence of water. The complexes were easily recycled and Rh-EtDuPHOS was even no longer air sensitive.

Original language	English
Pages (from-to)	2513-2516
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	14
DOIs	https://doi.org/10.1016/j.tetlet.2005.01.179
State	Published - 4 Apr 2005
Externally published	Yes

Keywords

Biphasic reactions
Catalyst recycling
Hydrogenation
Ionic liquid
Transition metal complexes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.01.179

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title = "Beneficial effect of water as second solvent in ionic liquid biphasic catalytic hydrogenations",

abstract = "When reactions take place in ionic liquids, a solvent is normally used to extract the products after reaction. It is reported here how the presence of the solvent during the reaction already can seriously improve the catalytic performance. Above all, employing water as the added solvent enhanced the catalytic activities significantly, ascribed to the creation of a well mixed 'emulsion-like' system. The reductions of methyl 2-acetamidoacrylate with Rh-EtDuPHOS and of 2-cyclohexen-1-one with Wilkinson's catalyst in bmimPF 6 were thus successfully performed in the presence of water. The complexes were easily recycled and Rh-EtDuPHOS was even no longer air sensitive.",

keywords = "Biphasic reactions, Catalyst recycling, Hydrogenation, Ionic liquid, Transition metal complexes",

author = "Adi Wolfson and Vankelecom, \{Ivo F.J.\} and Jacobs, \{Pierre A.\}",

year = "2005",

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doi = "10.1016/j.tetlet.2005.01.179",

language = "English",

volume = "46",

pages = "2513--2516",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - Beneficial effect of water as second solvent in ionic liquid biphasic catalytic hydrogenations

AU - Wolfson, Adi

AU - Vankelecom, Ivo F.J.

AU - Jacobs, Pierre A.

PY - 2005/4/4

Y1 - 2005/4/4

N2 - When reactions take place in ionic liquids, a solvent is normally used to extract the products after reaction. It is reported here how the presence of the solvent during the reaction already can seriously improve the catalytic performance. Above all, employing water as the added solvent enhanced the catalytic activities significantly, ascribed to the creation of a well mixed 'emulsion-like' system. The reductions of methyl 2-acetamidoacrylate with Rh-EtDuPHOS and of 2-cyclohexen-1-one with Wilkinson's catalyst in bmimPF 6 were thus successfully performed in the presence of water. The complexes were easily recycled and Rh-EtDuPHOS was even no longer air sensitive.

AB - When reactions take place in ionic liquids, a solvent is normally used to extract the products after reaction. It is reported here how the presence of the solvent during the reaction already can seriously improve the catalytic performance. Above all, employing water as the added solvent enhanced the catalytic activities significantly, ascribed to the creation of a well mixed 'emulsion-like' system. The reductions of methyl 2-acetamidoacrylate with Rh-EtDuPHOS and of 2-cyclohexen-1-one with Wilkinson's catalyst in bmimPF 6 were thus successfully performed in the presence of water. The complexes were easily recycled and Rh-EtDuPHOS was even no longer air sensitive.

KW - Biphasic reactions

KW - Catalyst recycling

KW - Hydrogenation

KW - Ionic liquid

KW - Transition metal complexes

UR - https://www.scopus.com/pages/publications/17744375365

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DO - 10.1016/j.tetlet.2005.01.179

M3 - Article

AN - SCOPUS:17744375365

SN - 0040-4039

VL - 46

SP - 2513

EP - 2516

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

Beneficial effect of water as second solvent in ionic liquid biphasic catalytic hydrogenations

Abstract

Keywords

ASJC Scopus subject areas

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