Amide synthesis from alcohols and amines catalyzed by a RuII–N-heterocyclic carbene (NHC)–carbonyl complex

Treatment of [Ru2(CO)4(CH3CN)6](BF4)2 with 3-methyl-1-(pyridin-2-yl)-imidazolium bromide in the presence of tetrabutylammonium bromide at room temperature in dichloromethane affords a RuII–N-heterocyclic carbene–carbonyl complex [Ru(py-NHC)(CO)2Br2] (1). Catalyst 1 displays diverse substrate scope f...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 771; pp. 124 - 130
Main Authors Saha, Biswajit, Sengupta, Gargi, Sarbajna, Abir, Dutta, Indranil, Bera, Jitendra K.
Format Journal Article
LanguageEnglish
Japanese
Published Elsevier B.V 01.11.2014
Subjects
Amidation
Catalysis
Dehydrogenative coupling
Metal–metal bond
N-Heterocyclic carbene
Dehydrogenative coupling
Catalysis
Metal–metal bond
Amidation
N-Heterocyclic carbene
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Summary:Treatment of [Ru2(CO)4(CH3CN)6](BF4)2 with 3-methyl-1-(pyridin-2-yl)-imidazolium bromide in the presence of tetrabutylammonium bromide at room temperature in dichloromethane affords a RuII–N-heterocyclic carbene–carbonyl complex [Ru(py-NHC)(CO)2Br2] (1). Catalyst 1 displays diverse substrate scope for phosphine-free acceptorless coupling between alcohols and amines to amides at low catalyst loading. A RuII-dihydride/Ru0 sequence is proposed in the catalytic cycle. Ru(II) catalyst catalyzes phosphine-free acceptor-less coupling between alcohols and amines to amides at low catalyst loading. [Display omitted] •Oxidative route to Ru–N-heterocyclic carbene complex from metal–metal bonded precursor.•Catalyst for direct amidation from alcohols and amines.•Phosphine-free, acceptorless amidation catalyst at low catalyst loading.•A RuII-dihydride/Ru0 sequence is proposed in the catalytic cycle.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2013.12.051