Pd/NHC-catalyzed cross-coupling reactions of nitroarenes

N-Heterocyclic carbene (NHC) ligands effective for the cross-coupling of nitroarenes were identified. A rational design of the NHC ligand structures enabled significant reduction of catalyst loadings compared with the previous system employing BrettPhos as a phosphine ligand. Experimental and theore...

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Published inChemical communications (Cambridge, England) Vol. 55; no. 63; pp. 9291 - 9294
Main Authors Kashihara, Myuto, Zhong, Rong-Lin, Semba, Kazuhiko, Sakaki, Shigeyoshi, Nakao, Yoshiaki
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 14.08.2019
Royal Society of Chemistry
Subjects
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Cross coupling
Ligands
Physical Sciences
Science & Technology
NITRO-GROUP
SUBSTITUTION
DIRECT ARYLATION
PHOSPHINE
LIGANDS
DENITRATION
BOND FORMATION
N-HETEROCYCLIC CARBENES
NUCLEOPHILIC DISPLACEMENT
REGIOSELECTIVITY
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Summary:N-Heterocyclic carbene (NHC) ligands effective for the cross-coupling of nitroarenes were identified. A rational design of the NHC ligand structures enabled significant reduction of catalyst loadings compared with the previous system employing BrettPhos as a phosphine ligand. Experimental and theoretical studies to compare these ligands gave some insights into high activity of the newly developed NHC ligands. N-Heterocyclic carbene (NHC) ligands effective for the cross-coupling of nitroarenes were identified.
Bibliography:Electronic supplementary information (ESI) available. See DOI
10.1039/c9cc05055h
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc05055h