Synthesis and crystal structure of [( S p )-(2-phenylferrocenyl)methyl]trimethylammonium iodide dichloromethane monosolvate

Abdelhak Lachguar (1) , Éric Deydier (1) , Agnès Labande (1) , Eric Manoury (1) , Rinaldo Poli (1) , Jean-Claude Daran (1)

1 LCC - Laboratoire de chimie de coordination

As a follow-up to our research on the chemistry of disubstituted ferrocene derivatives, the synthesis and the structure of the title compound, [Fe(C 5 H 5 )(C 15 H 19 N)]I·CH 2 Cl 2 , is described. The cation molecule is built up from a ferrocene disubstituted by a trimethylammonium methyl group and a phenyl ring. The asymmetric unit contains the iodide to equilibrate the charge and a disordered dichloromethane solvate. The disordered model results from a roughly statistical exchange (0.6/0.4) between one Cl and one H. The packing of the structure is stabilized by weak C—H... X ( X = I, Cl), C—H...π(Cp) and C—Cl...π(phenyl) interactions, building a three-dimensional network. The cation has planar chirality with S p (Fc) absolute configuration. The structure of the title compound is compared with related disubstituted (trimethylammonio)methyl ferrocenes.

Mots clés: 1 2-disubstitued ferrocene; Planar chirality; Chiral ligands; Asymetric catalysis; Disordered di­chloro­methane; Crystal structure

Domaines: Chimie de coordination; Cristallographie

Abdelhak Lachguar, Éric Deydier, Agnès Labande, Eric Manoury, Rinaldo Poli, et al.. Synthesis and crystal structure of [( S p )-(2-phenylferrocenyl)methyl]trimethylammonium iodide dichloromethane monosolvate. Acta crystallographica Section E : Crystallographic communications [2015-..], 2022, 78 (7), pp.722-726. ⟨10.1107/s2056989022006053⟩. ⟨hal-03737936⟩