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- Title
The cocrystal rac-1-[( N,4-dimethylbenzenesulfonamido)methyl]-2-(diphenylphosphoryl)ferrocene- rac-1-[( N,4-dimethylbenzenesulfonamido)methyl]-2-(diphenylphosphanyl)ferrocene (0.45/0.55).
- Authors
Wei, Muh-Mei; Audin, Catherine; Manoury, Eric; Deydier, Eric; Daran, Jean-Claude
- Abstract
As part of our interest in the synthesis and catalytic applications of chiral (diphenylphosphanyl)ferrocene ligands, we designed a number of P,N-containing ligands for use in asymmetric transfer hydrogenation (ATH). During the synthetic procedure to obtain rac-1-[( N,4-dimethylbenzenesulfonamido)methyl]-2-(diphenylphosphanyl)ferrocene, the title compound, [Fe(C5H5)(C26H25NO2PS)]0.55·[Fe(C5H5)(C26H25NO3PS)]0.45, was obtained as a by-product. It is composed of a ferrocene group disubstituted by a partially oxidized diphenylphosphanyl group, as confirmed by 31P NMR analysis, and an ( N,4-dimethylbenzenesulfonamido)methyl substituent. Owing to the partially oxidized diphenylphosphanyl group, it is best to view the crystal as being composed of a mixture of non-oxidized and oxidized phosphane, so it can be regarded as a cocrystal. It is also a racemate. To the best of our knowledge, the P=O distance [1.344 (4) Å] is the shortest observed for related (diphenylphosphoryl)ferrocene compounds. The packing is stabilized by weak C-H...O interactions, forming R22(10) hydrogen-bonding motifs, which build up a chain along the c axis.
- Subjects
FERROCENE; NUCLEAR magnetic resonance; CRYSTAL structure; DIPHENYLPHOSPHINE; RACEMIC mixtures; HYDROGEN bonding
- Publication
Acta Crystallographica Section C: Structural Chemistry, 2014, Vol 70, Issue 3, p281
- ISSN
2053-2296
- Publication type
Article
- DOI
10.1107/S2053229614002988