Cu-based nanoalloys in the base-free Ullmann heterocyle-aryl ether synthesis

V. Engels; F. Benaskar; N.G. Patil; E.V. Rebrov; V. Hessel; L.A. Hulshof; D.A. Jefferson; J.A.J.M. Vekemans; S. Karwal; J.C. Schouten; A.E.H. Wheatley

doi:10.1021/op9003423

Cu-based nanoalloys in the base-free Ullmann heterocyle-aryl ether synthesis

V. Engels, F. Benaskar, N.G. Patil, E.V. Rebrov, V. Hessel, L.A. Hulshof, D.A. Jefferson, J.A.J.M. Vekemans, S. Karwal, J.C. Schouten, A.E.H. Wheatley

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Abstract

We report the first liquid-liquid Ullmann etherification process mediated not only by oxidatively stable Cu but also by CuZn and CuSn nanoparticle catalysts in conjunction with microwave heating that also avoids the use of solid and expensive bases. Conditions have led to improved turnovers and excellent yields in heteroaromatic Ullmann-type coupling reactions. Further enhancement is achieved upon the addition of 18-crown-6 as a kinetic promoter.

Original language	English
Pages (from-to)	644-649
Journal	Organic Process Research & Development
Volume	14
Issue number	3
DOIs	https://doi.org/10.1021/op9003423
Publication status	Published - 2010

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abstract = "We report the first liquid-liquid Ullmann etherification process mediated not only by oxidatively stable Cu but also by CuZn and CuSn nanoparticle catalysts in conjunction with microwave heating that also avoids the use of solid and expensive bases. Conditions have led to improved turnovers and excellent yields in heteroaromatic Ullmann-type coupling reactions. Further enhancement is achieved upon the addition of 18-crown-6 as a kinetic promoter.",

author = "V. Engels and F. Benaskar and N.G. Patil and E.V. Rebrov and V. Hessel and L.A. Hulshof and D.A. Jefferson and J.A.J.M. Vekemans and S. Karwal and J.C. Schouten and A.E.H. Wheatley",

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T1 - Cu-based nanoalloys in the base-free Ullmann heterocyle-aryl ether synthesis

AU - Engels, V.

AU - Benaskar, F.

AU - Patil, N.G.

AU - Rebrov, E.V.

AU - Hessel, V.

AU - Hulshof, L.A.

AU - Jefferson, D.A.

AU - Vekemans, J.A.J.M.

AU - Karwal, S.

AU - Schouten, J.C.

AU - Wheatley, A.E.H.

PY - 2010

Y1 - 2010

N2 - We report the first liquid-liquid Ullmann etherification process mediated not only by oxidatively stable Cu but also by CuZn and CuSn nanoparticle catalysts in conjunction with microwave heating that also avoids the use of solid and expensive bases. Conditions have led to improved turnovers and excellent yields in heteroaromatic Ullmann-type coupling reactions. Further enhancement is achieved upon the addition of 18-crown-6 as a kinetic promoter.

AB - We report the first liquid-liquid Ullmann etherification process mediated not only by oxidatively stable Cu but also by CuZn and CuSn nanoparticle catalysts in conjunction with microwave heating that also avoids the use of solid and expensive bases. Conditions have led to improved turnovers and excellent yields in heteroaromatic Ullmann-type coupling reactions. Further enhancement is achieved upon the addition of 18-crown-6 as a kinetic promoter.

U2 - 10.1021/op9003423

DO - 10.1021/op9003423

M3 - Article

SN - 1083-6160

VL - 14

SP - 644

EP - 649

JO - Organic Process Research & Development

JF - Organic Process Research & Development

IS - 3

ER -

Cu-based nanoalloys in the base-free Ullmann heterocyle-aryl ether synthesis

Abstract

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