Abstract
OPTICAL activity manifested by chiral molecules and crystals is of long-standing interest in physics, chemistry, biology and geology1,2. The structure of chiral lattices in two and three dimensions may provide insights into chiral discrimination, and chiral phases play an important part in the physics and applications of liquid-crystal and amphiphilic films3–7. Here we report the observation of spontaneous separation of chiral phases in an oriented monolayer of rigid, chiral amphiphiles deposited on mica. Atomic force microscopy of the ordered films reveals domains of mirror-image structures. We propose that this may be the signature of separation into domains of pure enantiomers, although other possibilities exist. This separation of chiral phases in two dimensions may be considered analogous to the spontaneous resolution of enantiomers in three-dimensional crystallization, as exploited by Pasteur in 1848 to isolate enantiomers of sodium tartrate1.
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References
Pasteur, L. C.R. Acad. Sci. Paris 26, 535–539 (1848).
Collet, A., Brienne, M.-J. & Jacques, J. Chem. Rev. 80, 215–230 (1980).
Selinger, J. V., Wang, Z.-G., Bruinsma, R. F. & Knobler, C. M. Phys. Rev. Lett. 70, 1139 (1993).
Lundquist, M. Arkiv Kem. 17, 183–195 (1960); 21, 395–406 (1962); 23, 299–306 (1963).
Arnett, E. M., Harvey, N. G. & Rose, P. L. Acc. chem. Res. 22, 131–138 (1989).
Knobler, C. M. & Desai, R. C. A. Rev. phys. Chem. 43, 207–236 (1992).
Qiu, X., Ruiz-Garcia, J., Stine, K. J., Knobler, C. M. & Selinger, J. V. Phys. Rev. Lett. 67, 703–708 (1991).
International Tables for X-ray Crystallography, Vol. 1 (eds Henry, N. F. M & Londsdale, K.) Ch. 2 (Kynoch, Birmingham, 1952).
Engel, M., Merle, H. J., Peterson, I. R., Riegler, H. & Steitz, H. Ber. Bunseng. Phys. Chem. 95, 1514–1520 (1991).
Schwartz, D. K., Garnaes, J., Viswanathan, R. & Zasadsinski, J. A. N. Science 257, 508–511 (1992).
Meyer, E. et al. Nature 349, 398–400 (1991).
Bourdieu, L. Silberzan, P. & Chatenay, D. Phys. Rev. Lett. 67, 2029–2032 (1991).
Ramdas, S., Thomas, J. M., Jordan, M. E. & Eckhardt, C. J. J. phys. Chem. 85, 2421–2425 (1981).
Eckhardt, C. J. & Swanson, D. R. Chem. Phys. Lett. 194, 370–374 (1992).
Pertsin, A. J. & Kitaigorodskii, A. I. The Atom—Atom Potential Method 89 (Springer, Berlin, 1987).
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Eckhardt, C., Peachey, N., Swanson, D. et al. Separation of chiral phases in monolayer crystals of racemic amphiphiles. Nature 362, 614–616 (1993). https://doi.org/10.1038/362614a0
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DOI: https://doi.org/10.1038/362614a0
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