Chiral Discrimination in Monolayer Packing of Hexade-Canol-Thiophosphoryl-2-Phenylglycinol with two Chiral Center in the Polar Head-Group

  • M. Dvolaitzky
  • M. A. Guedeau-Boudeville


The four possible stereomers of a chiral surfactant with two asymmetric centers within the polar head group have been synthesized and their absolute configuration determined by X-ray diffraction. One of the diastereomers exhibits a chiral discrimination when spread on water interface: the monolayer racemic film undergoes a phase transition from a liquid-expanded towards a liquid-condensed phase upon compression, while the pure enantiomers only have a liquid-expanded phase, as revealed by the measured pressure-area isotherms. The transition pressure-composition diagram indicates that heterochiral interactions are favored. Our results are compared to predictions of Andelman and de Gennes1 based upon a statistical model.


Racemic Mixture Chiral Center Pure Enantiomer Chiral Discrimination Asymmetric Carbon Atom 
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Copyright information

© Plenum Press, New York 1989

Authors and Affiliations

  • M. Dvolaitzky
    • 1
  • M. A. Guedeau-Boudeville
    • 1
  1. 1.1Laboratoire de Physique de la Matière CondenséeCollège de FranceParis Cedex 05France

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