Research Article: (R)-2-[(Dimethyl­amino)­meth­yl]-1,1′-bis­(diphenyl­phosphinothio­yl)ferrocene dichloromethane monsolvate

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Elisabeth Philippe, Eric Manoury, Jean-Claude Daran.


In the title compound, [Fe(C20H21NPS)(C17H14PS)]·CH2Cl2, both cyclo­penta­dienyl (Cp) rings constituting the ferrocene unit are substituted by a sulfur-protected diphenyl­phosphine. One of the Cp ligands is additionally substituted by a dimethyl­amino­methyl group causing the chirality of the mol­ecule. Surprisingly, although the synthetic procedure yielded the title compound as a racemic mixture, the reported crystal is enanti­omerically pure with the R absolute configuration. The dimethyl­amino group is exo with respect to the Cp ring. Both diphenyl­thio­phosphine groups are trans with respect to the centroid–Fe–centroid direction. Weak intra­molecular C—H⋯S and C—H⋯π inter­actions between symmetry-related mol­ecules are observed. The contribution of the disordered solvent was removed from the refinement using SQUEEZE in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155].

Partial Text

For related 1,1′-bis­(diphenyl­thio­phosphino)ferrocene structures, see: Fang et al. (1995 ▶); Pilloni et al. (1997 ▶) and for a related dimethyl­ethyl­amino­ferrocene structure, see: Mateus et al. (2006 ▶). For the chemistry of related ferrocenyl compounds, see: Audin et al. (2010 ▶); Debono et al. (2010 ▶); Diab et al. (2008 ▶); Le Roux et al. (2007 ▶); Malacea et al. (2006a ▶,b ▶); Routaboul et al. (2005 ▶, 2007 ▶).




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