Catalyst recycling via hydrogen-bonding-based affinity tags

B.W.T. Gruijters; M.A.C. Broeren; F.L. Delft, van; R.P. Sijbesma; P.H.H. Hermkens; F.P.J.T. Rutjes

doi:10.1021/ol0607387

Catalyst recycling via hydrogen-bonding-based affinity tags

B.W.T. Gruijters, M.A.C. Broeren, F.L. Delft, van, R.P. Sijbesma, P.H.H. Hermkens, F.P.J.T. Rutjes

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Abstract

A novel procedure for catalyst recycling is described. Copper(I)-based catalysts, equipped with an affinity tag, are isolated from crude reaction mixtures on the basis of quadruple hydrogen-bonding interactions using a resin functionalized with complementary affinity tags. Recycled catalysts were successfully used to catalyze a tandem Sonogashira coupling/5-endo-dig cyclization and a Cu-catalyzed [3+2] Huisgen cycloaddition reaction in high yields.

Original language	English
Pages (from-to)	3163-3166
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	15
DOIs	https://doi.org/10.1021/ol0607387
Publication status	Published - 2006

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title = "Catalyst recycling via hydrogen-bonding-based affinity tags",

abstract = "A novel procedure for catalyst recycling is described. Copper(I)-based catalysts, equipped with an affinity tag, are isolated from crude reaction mixtures on the basis of quadruple hydrogen-bonding interactions using a resin functionalized with complementary affinity tags. Recycled catalysts were successfully used to catalyze a tandem Sonogashira coupling/5-endo-dig cyclization and a Cu-catalyzed [3+2] Huisgen cycloaddition reaction in high yields.",

author = "B.W.T. Gruijters and M.A.C. Broeren and {Delft, van}, F.L. and R.P. Sijbesma and P.H.H. Hermkens and F.P.J.T. Rutjes",

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journal = "Organic Letters",

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AU - Gruijters, B.W.T.

AU - Broeren, M.A.C.

AU - Delft, van, F.L.

AU - Sijbesma, R.P.

AU - Hermkens, P.H.H.

AU - Rutjes, F.P.J.T.

PY - 2006

Y1 - 2006

N2 - A novel procedure for catalyst recycling is described. Copper(I)-based catalysts, equipped with an affinity tag, are isolated from crude reaction mixtures on the basis of quadruple hydrogen-bonding interactions using a resin functionalized with complementary affinity tags. Recycled catalysts were successfully used to catalyze a tandem Sonogashira coupling/5-endo-dig cyclization and a Cu-catalyzed [3+2] Huisgen cycloaddition reaction in high yields.

AB - A novel procedure for catalyst recycling is described. Copper(I)-based catalysts, equipped with an affinity tag, are isolated from crude reaction mixtures on the basis of quadruple hydrogen-bonding interactions using a resin functionalized with complementary affinity tags. Recycled catalysts were successfully used to catalyze a tandem Sonogashira coupling/5-endo-dig cyclization and a Cu-catalyzed [3+2] Huisgen cycloaddition reaction in high yields.

U2 - 10.1021/ol0607387

DO - 10.1021/ol0607387

M3 - Article

C2 - 16836356

SN - 1523-7060

VL - 8

SP - 3163

EP - 3166

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Catalyst recycling via hydrogen-bonding-based affinity tags

Abstract

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