Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction

Sabine K. Schneider; Christoph F. Rentzsch; Anneke Krüger; Helgard G. Raubenheimer; Wolfgang A. Herrmann

doi:10.1016/j.molcata.2006.09.039

Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction

Sabine K. Schneider
, Christoph F. Rentzsch
, Anneke Krüger
, Helgard G. Raubenheimer
, Wolfgang A. Herrmann

Technical University of Munich

Technical University of Munich
Stellenbosch University

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

49 Scopus citations

Abstract

A series of complex compounds that contain N-heterocyclic carbene (NHC) and N-heterocyclic carbene ligands with a remote heteroatom (rNHC) have been prepared in good yields and characterized. [Cl(NHC)(PPh₃)₂Ni]BF₄ and [Cl(rNHC)(PPh₃)₂Ni]BF₄ also combine the stability of carbene complexes with the activity of phosphine complexes and some are active and effective precatalysts for aryl-coupling in the Kumada-Corriu reaction. Aryl chlorides can be used as substrates. Their performance in catalysis as well as their easy preparation make the new compounds superior to other comparable mixed carbene-phosphine compounds known thus far.

Original language	English
Pages (from-to)	50-58
Number of pages	9
Journal	Journal of Molecular Catalysis A: Chemical
Volume	265
Issue number	1-2
DOIs	https://doi.org/10.1016/j.molcata.2006.09.039
State	Published - 16 Mar 2007

Keywords

Kumada-Corriu coupling
N-Heterocyclic carbenes
Nickel
Remote heteroatom N-Heterocyclic carbenes

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10.1016/j.molcata.2006.09.039

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title = "Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction",

abstract = "A series of complex compounds that contain N-heterocyclic carbene (NHC) and N-heterocyclic carbene ligands with a remote heteroatom (rNHC) have been prepared in good yields and characterized. [Cl(NHC)(PPh3)2Ni]BF4 and [Cl(rNHC)(PPh3)2Ni]BF4 also combine the stability of carbene complexes with the activity of phosphine complexes and some are active and effective precatalysts for aryl-coupling in the Kumada-Corriu reaction. Aryl chlorides can be used as substrates. Their performance in catalysis as well as their easy preparation make the new compounds superior to other comparable mixed carbene-phosphine compounds known thus far.",

keywords = "Kumada-Corriu coupling, N-Heterocyclic carbenes, Nickel, Remote heteroatom N-Heterocyclic carbenes",

author = "Schneider, \{Sabine K.\} and Rentzsch, \{Christoph F.\} and Anneke Kr{\"u}ger and Raubenheimer, \{Helgard G.\} and Herrmann, \{Wolfgang A.\}",

year = "2007",

month = mar,

day = "16",

doi = "10.1016/j.molcata.2006.09.039",

language = "English",

volume = "265",

pages = "50--58",

journal = "Journal of Molecular Catalysis A: Chemical",

issn = "1381-1169",

publisher = "Elsevier B.V.",

number = "1-2",

}

TY - JOUR

T1 - Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction

AU - Schneider, Sabine K.

AU - Rentzsch, Christoph F.

AU - Krüger, Anneke

AU - Raubenheimer, Helgard G.

AU - Herrmann, Wolfgang A.

PY - 2007/3/16

Y1 - 2007/3/16

N2 - A series of complex compounds that contain N-heterocyclic carbene (NHC) and N-heterocyclic carbene ligands with a remote heteroatom (rNHC) have been prepared in good yields and characterized. [Cl(NHC)(PPh3)2Ni]BF4 and [Cl(rNHC)(PPh3)2Ni]BF4 also combine the stability of carbene complexes with the activity of phosphine complexes and some are active and effective precatalysts for aryl-coupling in the Kumada-Corriu reaction. Aryl chlorides can be used as substrates. Their performance in catalysis as well as their easy preparation make the new compounds superior to other comparable mixed carbene-phosphine compounds known thus far.

AB - A series of complex compounds that contain N-heterocyclic carbene (NHC) and N-heterocyclic carbene ligands with a remote heteroatom (rNHC) have been prepared in good yields and characterized. [Cl(NHC)(PPh3)2Ni]BF4 and [Cl(rNHC)(PPh3)2Ni]BF4 also combine the stability of carbene complexes with the activity of phosphine complexes and some are active and effective precatalysts for aryl-coupling in the Kumada-Corriu reaction. Aryl chlorides can be used as substrates. Their performance in catalysis as well as their easy preparation make the new compounds superior to other comparable mixed carbene-phosphine compounds known thus far.

KW - Kumada-Corriu coupling

KW - N-Heterocyclic carbenes

KW - Nickel

KW - Remote heteroatom N-Heterocyclic carbenes

UR - https://www.scopus.com/pages/publications/33847629896

U2 - 10.1016/j.molcata.2006.09.039

DO - 10.1016/j.molcata.2006.09.039

M3 - Article

AN - SCOPUS:33847629896

SN - 1381-1169

VL - 265

SP - 50

EP - 58

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1-2

ER -

Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction

Abstract

Keywords

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