(DiMeIHeptCl)Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination

(DiMeIHept Cl )­Pd, a hyper-branched N-aryl Pd NHC catalyst, has been shown to be efficient at performing amine arylation reactions in solvent-free (“melt”) conditions. The highly lipophilic environment of the alkyl chains flanking the Pd center serves as lubricant to allow the complex to navigate t...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 86; no. 15; pp. 10343 - 10359
Main Authors Semeniuchenko, Volodymyr, Sharif, Sepideh, Day, Jonathan, Chandrasoma, Nalin, Pietro, William J, Manthorpe, Jeffrey, Braje, Wilfried M, Organ, Michael G
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 06.08.2021
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
LONDON DISPERSION
C-N
COMPLEXES
ARYLATION
PALLADIUM CATALYST
ARYL
BUCHWALD-HARTWIG AMINATION
DIARYLAMINES
HIGHLY EFFICIENT
SELECTIVE MONOARYLATION
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Summary:(DiMeIHept Cl )­Pd, a hyper-branched N-aryl Pd NHC catalyst, has been shown to be efficient at performing amine arylation reactions in solvent-free (“melt”) conditions. The highly lipophilic environment of the alkyl chains flanking the Pd center serves as lubricant to allow the complex to navigate through the paste-like environment of these mixtures. The protocol can be used on a multi-gram scale to make a variety of aniline derivatives, including substrates containing alcohol moieties.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01057