Stereochemical Control of Tricoordinate Copper(I) Complexes Based on N-(9-Alkyl-9-fluorenyl)-Substituted Heterocyclic Carbenes - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2021

Stereochemical Control of Tricoordinate Copper(I) Complexes Based on N-(9-Alkyl-9-fluorenyl)-Substituted Heterocyclic Carbenes

Résumé

A series of tricoordinate copper(I) complexes of general formula [Cu(F-Et-NHC)(2,2'-dipyridylamine)][BF4], in which EtF-NHC represents an imidazol-2-ylidene ligand bearing a 9-ethyl-9-fluorenyl N-substituent have been synthesised stepwise from appropriate N-arylimidazoles. All complexes are remarkably air-stable, both in solution and in the solid state. X-ray diffraction studies revealed that in three of the complexes the fluorenylidene plane and the dipyridylamine (dpa) unit undergo intramolecular pi-pi stacking. The resulting bending of the fluorenilydene plane towards the metal atom is likely to contribute to maintain the trigonal planar geometry of the [Cu-C,N,N] unit upon binding of exogenous substrates, thereby considerably increasing complex stability.

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Chimie
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Dates et versions

hal-03217066 , version 1 (04-05-2021)

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Citer

Hamze Almallah, Eric Brenner, Dominique Matt, Christophe Gourlaouen, Muriel Hissler. Stereochemical Control of Tricoordinate Copper(I) Complexes Based on N-(9-Alkyl-9-fluorenyl)-Substituted Heterocyclic Carbenes. Synthesis: Journal of Synthetic Organic Chemistry, 2021, 53 (10), pp.1785-1794. ⟨10.1055/s-0040-1706194⟩. ⟨hal-03217066⟩
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