Exploring the Chemistry of Ruthenium Complexes with a Bidentate Barbiturate‐Imidazo[1,5‐<i>a</i>]pyridinylidene Ligand

Abstract A novel reactivity of 5‐barbiturate imidazo[1,5‐ a ]pyridinium 1 ⋅H with [Ru(2‐methylallyl) 2 (COD)] was explored which led to the formation of an uncommon, zwitterionic complex [Ru( 1’ )( 1 ⋅H)], composed of the NHC ligand 1’ , cyclometallated at one ortho ‐methyl position of the N‐mesityl substituent, and the zwitterionic precursor 1 ⋅H. Barbiturate moieties coordinate either through a η 3 mode or through coordination of the anionic oxygen atom to ensure the coordination saturation and stability to the complex. The addition of pivalic acid results in the protonolysis of the Ru‐C alkyl bond and demetallation of the N‐mesityl, while triphenylphosphine and pyridine are able to displace the rather labile 1 ⋅H ligand. Attempts to incorporate an alkylidene fragment from these complexes led to the isolation of a rare complex 7 bearing an alkylidene tethered to a η 5 ‐cyclopentadienyl ligand formed by phenylacetylene tetramerization.

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Publication Details

Journal
Zeitschrift für anorganische und allgemeine Chemie
Published
2024-11-11
DOI
https://doi.org/10.1002/zaac.202400199
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Exploring the Chemistry of Ruthenium Complexes with a Bidentate Barbiturate‐Imidazo[1,5‐a]pyridinylidene Ligand

Stéphanie Bastin, Anna Kajetanowicz, Karol Grela, Laure Vendier et al.
Zeitschrift für anorganische und allgemeine Chemie
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

Exploring the Chemistry of Ruthenium Complexes with a Bidentate Barbiturate‐Imidazo[1,5‐a]pyridinylidene Ligand

Stéphanie Bastin, Anna Kajetanowicz, Karol Grela, Laure Vendier, Vincent César, Paweł Krzesiński, Katarzyna Gajda
article en

Abstract

Abstract A novel reactivity of 5‐barbiturate imidazo[1,5‐ a ]pyridinium 1 ⋅H with [Ru(2‐methylallyl) 2 (COD)] was explored which led to the formation of an uncommon, zwitterionic complex [Ru( 1’ )( 1 ⋅H)], composed of the NHC ligand 1’ , cyclometallated at one ortho ‐methyl position of the N‐mesityl substituent, and the zwitterionic precursor 1 ⋅H. Barbiturate moieties coordinate either through a η 3 mode or through coordination of the anionic oxygen atom to ensure the coordination saturation and stability to the complex. The addition of pivalic acid results in the protonolysis of the Ru‐C alkyl bond and demetallation of the N‐mesityl, while triphenylphosphine and pyridine are able to displace the rather labile 1 ⋅H ligand. Attempts to incorporate an alkylidene fragment from these complexes led to the isolation of a rare complex 7 bearing an alkylidene tethered to a η 5 ‐cyclopentadienyl ligand formed by phenylacetylene tetramerization.

Zeitschrift für anorganische und allgemeine ChemieVol. 650(24)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), Université Fédérale de Toulouse Midi-Pyrénées (FR), Centre National pour la Recherche Scientifique et Technique (CNRST) (MA), Laboratoire de Chimie de Coordination (FR), University of Warsaw (PL)
European Commission, Centre National de la Recherche Scientifique, Uniwersytet Warszawski, HORIZON EUROPE Marie Sklodowska-Curie Actions
Clean water and sanitation
Openalex Percentile: Top 85%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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