Article (Scientific journals)
Imidazol(in)ium carboxylates as N-heterocyclic carbene ligand precursors for Suzuki-Miyaura reactions
Tudose, Adriana; Delaude, Lionel; André, Benoît et al.
2006In Tetrahedron Letters, 47 (48), p. 8529-8533
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Keywords :
aryl halides; boronic acids; homogeneous catalysis; N-heterocyclic carbene ligands; palladium and compounds; stilbenes; Suzuki-Miyaura coupling reactions
Abstract :
[en] Simple catalysts formed in situ from palladium acetate and a variety of imidazolium and imidazolinium carboxylates and dithiocarboxylates have been screened in the coupling of aryl halides with trans-2-phenylvinylboronic acid. Imidazol(in)ium carboxylates show an excellent activity, which compares to that displayed by the parent imidazol(in)ium chlorides, whereas imidazol(in)ium dithiocarboxylates are poorly efficient. Interestingly, the base employed exerts a profound influence on the trans/cis stereochemistry of the coupling product. (c) 2006 Elsevier Ltd. All rights reserved.
Disciplines :
Chemistry
Author, co-author :
Tudose, Adriana
Delaude, Lionel  ;  Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
André, Benoît
Demonceau, Albert ;  Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
Language :
English
Title :
Imidazol(in)ium carboxylates as N-heterocyclic carbene ligand precursors for Suzuki-Miyaura reactions
Publication date :
2006
Journal title :
Tetrahedron Letters
ISSN :
0040-4039
Publisher :
Pergamon-Elsevier Science Ltd, Oxford, United Kingdom
Volume :
47
Issue :
48
Pages :
8529-8533
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 26 June 2009

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