A direct synthesis of symmetrical (E,E)-1,4-diaryl-1,3-butadienes by Wenkert arylation of thiophene

Lukas Hintermann; Marco Schmitz; Yun Chen

doi:10.1002/adsc.201000350

A direct synthesis of symmetrical (E,E)-1,4-diaryl-1,3-butadienes by Wenkert arylation of thiophene

Lukas Hintermann, Marco Schmitz, Yun Chen

Associate Professorship of Organic Chemistry

Aachen University of Technology

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

17 Scopus citations

Abstract

The nickel-catalyzed coupling of thiophene with aryl Grignard reagents (Wenkert reaction) is accelerated by N-heterocyclic carbene or trialkylphosphane ligands, providing a general, scalable direct synthesis of symmetrical 1,4-diarylbutadienes.

Original language	English
Pages (from-to)	2411-2415
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	352
Issue number	14-15
DOIs	https://doi.org/10.1002/adsc.201000350
State	Published - 4 Oct 2010

Keywords

alkenes
cross-coupling
homogeneous catalysis
nickel
sulfur heterocycles

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10.1002/adsc.201000350

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title = "A direct synthesis of symmetrical (E,E)-1,4-diaryl-1,3-butadienes by Wenkert arylation of thiophene",

abstract = "The nickel-catalyzed coupling of thiophene with aryl Grignard reagents (Wenkert reaction) is accelerated by N-heterocyclic carbene or trialkylphosphane ligands, providing a general, scalable direct synthesis of symmetrical 1,4-diarylbutadienes.",

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AU - Hintermann, Lukas

AU - Schmitz, Marco

AU - Chen, Yun

PY - 2010/10/4

Y1 - 2010/10/4

N2 - The nickel-catalyzed coupling of thiophene with aryl Grignard reagents (Wenkert reaction) is accelerated by N-heterocyclic carbene or trialkylphosphane ligands, providing a general, scalable direct synthesis of symmetrical 1,4-diarylbutadienes.

AB - The nickel-catalyzed coupling of thiophene with aryl Grignard reagents (Wenkert reaction) is accelerated by N-heterocyclic carbene or trialkylphosphane ligands, providing a general, scalable direct synthesis of symmetrical 1,4-diarylbutadienes.

KW - alkenes

KW - cross-coupling

KW - homogeneous catalysis

KW - nickel

KW - sulfur heterocycles

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DO - 10.1002/adsc.201000350

M3 - Article

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VL - 352

SP - 2411

EP - 2415

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 14-15

ER -

A direct synthesis of symmetrical (E,E)-1,4-diaryl-1,3-butadienes by Wenkert arylation of thiophene

Abstract

Keywords

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