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Room-temperature synthesis of tetra-ortho-Substituted biaryls by NHC-catalyzed Suzuki-Miyaura couplings


Wu, L; Drinkel, E; Gaggia, F; Capolicchio, S; Linden, Anthony; Falivene, L; Cavallo, L; Dorta, R (2011). Room-temperature synthesis of tetra-ortho-Substituted biaryls by NHC-catalyzed Suzuki-Miyaura couplings. Chemistry - A European Journal, 17(46):12886-12890.

Abstract

Into the groove: The introduction of a C2‐symmetric N‐heterocyclic carbene ligand with appropriately substituted naphthyl side chains enables the efficient Suzuki–Miyaura coupling to form bulky tetra‐ortho‐substituted biaryls from aryl bromides and chlorides at room temperature. DFT calculations uncover the subtle steric phenomena at play that lead to the superior catalytic performance. Cyoct=cyclooctyl.

Abstract

Into the groove: The introduction of a C2‐symmetric N‐heterocyclic carbene ligand with appropriately substituted naphthyl side chains enables the efficient Suzuki–Miyaura coupling to form bulky tetra‐ortho‐substituted biaryls from aryl bromides and chlorides at room temperature. DFT calculations uncover the subtle steric phenomena at play that lead to the superior catalytic performance. Cyoct=cyclooctyl.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > Organic Chemistry
Uncontrolled Keywords:biaryls · cross-coupling · N-heterocyclic carbene, , ligand · palladium
Language:English
Date:2011
Deposited On:07 Dec 2011 13:18
Last Modified:30 Jul 2020 02:27
Publisher:Wiley-Blackwell
ISSN:0947-6539
Funders:Alfred Werner Foundation, SNF, Roche Research Foundation
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/chem.201102442
PubMed ID:21984486
Project Information:
  • : Funder
  • : Grant ID
  • : Project TitleAlfred Werner Foundation
  • : FunderSNSF
  • : Grant ID
  • : Project TitleSNF
  • : Funder
  • : Grant ID
  • : Project TitleRoche Research Foundation

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