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An enantiomerically pure P‐stereogenic bisphosphine: ( S , S )‐ethylenebis[(2‐methylphenyl)phenylphosphine] ( o ‐tolyl‐DiPAMP)
Author(s) -
BendzińskaBerus Wioletta,
KaikKing Magdalena,
King Gary,
Rychlewska Urszula
Publication year - 2014
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s205322961402542x
Subject(s) - isostructural , phenylphosphine , crystal structure , stereocenter , crystallography , chemistry , hydrogen bond , molecule , stereochemistry , reactivity (psychology) , crystal (programming language) , enantioselective synthesis , phosphine , organic chemistry , catalysis , medicine , alternative medicine , pathology , computer science , programming language
In connection with a research program involving the synthesis, structure determination, reactivity and ability to coordinate to metal centres of chiral bisphosphine ligands, we have synthesized and structurally characterized, by means of single‐crystal X‐ray diffraction analysis, the title compound {systematic name: ( S , S )‐(ethane‐1,2‐diyl)bis[(2‐methylphenyl)phenylphosphane], abbreviated as o ‐tolyl‐DiPAMP}, C 28 H 28 P 2 . So far, neither the free bisphosphine (DiPAMP) nor analogues that incorporate the ethylenebisphosphine frame have had their crystal structures reported. The investigated compound forms crystals which are isostructural with the bisphosphine dioxide analogue [King et al. (2007). Acta Cryst. E 63 , o3278], despite the involvement of the dioxide in C—H...O(=P) hydrogen bonds and the lack of similar hydrogen bonds in the investigated crystal structure. In both molecules, the P—C—C—P chain is in a trans conformation, extended further at both ends by one of the two P—C ipso bonds. The planes of the phenyl and o ‐tolyl rings attached to the same P atom are nearly perpendicular to one another. Both crystal structures are mainly stabilized by dispersive interactions.