Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines

Peter Ó Conghaile

doi:10.1016/j.tetlet.2007.04.095

Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines

Peter Ó Conghaile

Cellular & Molecular Medicine

University of Galway
Utrecht University

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

26 Citations (Scopus)

Abstract

Copper(I) and copper(II) complexes of two bis(oxazolinyl)pyridines were immobilized on silica via electrostatic interactions. The catalytic activity of the immobilized catalysts in the direct addition of terminal alkynes to imines leading to propargylamines was investigated under a variety of reaction conditions. The performance of the immobilized catalysts compares very well with their homogeneous equivalents. When used in toluene, the catalysts could be recycled a number of times and maintained activity. This study is the first such report of the immobilization on silica in this manner of any bis(oxazolinyl)pyridine (pybox) complex. (c) 2007 Elsevier Ltd. All rights reserved.

Original language	English (Ireland)
Pages (from-to)	4387-4390
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2007.04.095
Publication status	Published - 1 Jun 2007

Keywords

Copper(I) bis(oxazolinyl)pyridines
Electrostatic immobilisation
Propargylamine
Silica

Authors (Note for portal: view the doc link for the full list of authors)

Authors
McDonagh, C,O'Conghaile, P,Gebbink, RJMK,O'Leary, P

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10.1016/j.tetlet.2007.04.095

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Ó Conghaile, P. (2007). Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines. Tetrahedron Letters, 48(25), 4387-4390. https://doi.org/10.1016/j.tetlet.2007.04.095

Ó Conghaile, Peter. / Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines : application to the synthesis of propargylamines via direct addition of terminal alkynes to imines. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 25. pp. 4387-4390.

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title = "Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines",

abstract = "Copper(I) and copper(II) complexes of two bis(oxazolinyl)pyridines were immobilized on silica via electrostatic interactions. The catalytic activity of the immobilized catalysts in the direct addition of terminal alkynes to imines leading to propargylamines was investigated under a variety of reaction conditions. The performance of the immobilized catalysts compares very well with their homogeneous equivalents. When used in toluene, the catalysts could be recycled a number of times and maintained activity. This study is the first such report of the immobilization on silica in this manner of any bis(oxazolinyl)pyridine (pybox) complex. (c) 2007 Elsevier Ltd. All rights reserved.",

keywords = "Copper(I) bis(oxazolinyl)pyridines, Electrostatic immobilisation, Propargylamine, Silica",

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Ó Conghaile, P 2007, 'Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines', Tetrahedron Letters, vol. 48, no. 25, pp. 4387-4390. https://doi.org/10.1016/j.tetlet.2007.04.095

Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines. / Ó Conghaile, Peter.
In: Tetrahedron Letters, Vol. 48, No. 25, 01.06.2007, p. 4387-4390.

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

TY - JOUR

T1 - Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines

T2 - application to the synthesis of propargylamines via direct addition of terminal alkynes to imines

AU - Ó Conghaile, Peter

PY - 2007/6/1

Y1 - 2007/6/1

N2 - Copper(I) and copper(II) complexes of two bis(oxazolinyl)pyridines were immobilized on silica via electrostatic interactions. The catalytic activity of the immobilized catalysts in the direct addition of terminal alkynes to imines leading to propargylamines was investigated under a variety of reaction conditions. The performance of the immobilized catalysts compares very well with their homogeneous equivalents. When used in toluene, the catalysts could be recycled a number of times and maintained activity. This study is the first such report of the immobilization on silica in this manner of any bis(oxazolinyl)pyridine (pybox) complex. (c) 2007 Elsevier Ltd. All rights reserved.

AB - Copper(I) and copper(II) complexes of two bis(oxazolinyl)pyridines were immobilized on silica via electrostatic interactions. The catalytic activity of the immobilized catalysts in the direct addition of terminal alkynes to imines leading to propargylamines was investigated under a variety of reaction conditions. The performance of the immobilized catalysts compares very well with their homogeneous equivalents. When used in toluene, the catalysts could be recycled a number of times and maintained activity. This study is the first such report of the immobilization on silica in this manner of any bis(oxazolinyl)pyridine (pybox) complex. (c) 2007 Elsevier Ltd. All rights reserved.

KW - Copper(I) bis(oxazolinyl)pyridines

KW - Electrostatic immobilisation

KW - Propargylamine

KW - Silica

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DO - 10.1016/j.tetlet.2007.04.095

M3 - Article

VL - 48

SP - 4387

EP - 4390

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

Ó Conghaile P. Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines. Tetrahedron Letters. 2007 Jun 1;48(25):4387-4390. doi: 10.1016/j.tetlet.2007.04.095

Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines

Abstract

Keywords

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