Iron-catalysed Suzuki coupling? A cautionary tale

Robin B. Bedford; Masaharu Nakamura; Nicholas J. Gower; Mairi F. Haddow; Mark A. Hall; Michael Huwe; Tohru Hashimoto; Rukeme A. Okopie

doi:10.1016/j.tetlet.2009.08.022

Iron-catalysed Suzuki coupling? A cautionary tale

Robin B. Bedford, Masaharu Nakamura, Nicholas J. Gower, Mairi F. Haddow, Mark A. Hall, Michael Huwe, Tohru Hashimoto, Rukeme A. Okopie

Research output: Contribution to journal › Article (Academic Journal) › peer-review

55 Citations (Scopus)

Abstract

In our hands, Fe(II) or (III) pyridine complexes show no activity in Suzuki biaryl cross-coupling reactions, except in one irreproducible instance when complete conversion was observed. A comparison with palladium acetate under the same conditions showed that complete conversion can be obtained in a S:C ratio of 1,000,000:1 and therefore extreme caution must be exercised to prevent 'false-positives' arising from trace Pd-contaminants. (C) 2009 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	6110-6111
Number of pages	2
Journal	Tetrahedron Letters
Volume	50
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2009.08.022
Publication status	Published - 11 Nov 2009

Access to Document

10.1016/j.tetlet.2009.08.022

Cite this

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title = "Iron-catalysed Suzuki coupling? A cautionary tale",

abstract = "In our hands, Fe(II) or (III) pyridine complexes show no activity in Suzuki biaryl cross-coupling reactions, except in one irreproducible instance when complete conversion was observed. A comparison with palladium acetate under the same conditions showed that complete conversion can be obtained in a S:C ratio of 1,000,000:1 and therefore extreme caution must be exercised to prevent 'false-positives' arising from trace Pd-contaminants. (C) 2009 Elsevier Ltd. All rights reserved.",

author = "Bedford, {Robin B.} and Masaharu Nakamura and Gower, {Nicholas J.} and Haddow, {Mairi F.} and Hall, {Mark A.} and Michael Huwe and Tohru Hashimoto and Okopie, {Rukeme A.}",

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T1 - Iron-catalysed Suzuki coupling? A cautionary tale

AU - Bedford, Robin B.

AU - Nakamura, Masaharu

AU - Gower, Nicholas J.

AU - Haddow, Mairi F.

AU - Hall, Mark A.

AU - Huwe, Michael

AU - Hashimoto, Tohru

AU - Okopie, Rukeme A.

PY - 2009/11/11

Y1 - 2009/11/11

N2 - In our hands, Fe(II) or (III) pyridine complexes show no activity in Suzuki biaryl cross-coupling reactions, except in one irreproducible instance when complete conversion was observed. A comparison with palladium acetate under the same conditions showed that complete conversion can be obtained in a S:C ratio of 1,000,000:1 and therefore extreme caution must be exercised to prevent 'false-positives' arising from trace Pd-contaminants. (C) 2009 Elsevier Ltd. All rights reserved.

AB - In our hands, Fe(II) or (III) pyridine complexes show no activity in Suzuki biaryl cross-coupling reactions, except in one irreproducible instance when complete conversion was observed. A comparison with palladium acetate under the same conditions showed that complete conversion can be obtained in a S:C ratio of 1,000,000:1 and therefore extreme caution must be exercised to prevent 'false-positives' arising from trace Pd-contaminants. (C) 2009 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tetlet.2009.08.022

DO - 10.1016/j.tetlet.2009.08.022

M3 - Article (Academic Journal)

VL - 50

SP - 6110

EP - 6111

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 45

ER -