Chirality-dependent sublimation of alpha-(trifluoromethyl)-lactic acid: Relative vapor pressures of racemic, eutectic, and enantiomerically pure forms, and vibrational spectroscopy of isolated (S,S) and (S,R) dimers
2010 | journal article. A publication with affiliation to the University of Göttingen.
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Chirality-dependent sublimation of alpha-(trifluoromethyl)-lactic acid: Relative vapor pressures of racemic, eutectic, and enantiomerically pure forms, and vibrational spectroscopy of isolated (S,S) and (S,R) dimers
Albrecht, M.; Soloshonok, V. A.; Schrader, L.; Yasumoto, M. & Suhm, M. A. (2010)
Journal of Fluorine Chemistry, 131(4) pp. 495-504. DOI: https://doi.org/10.1016/j.jfluchem.2009.11.015
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- Authors
- Albrecht, Merwe; Soloshonok, Vadim A.; Schrader, Lena; Yasumoto, Manabu; Suhm, Martin A.
- Abstract
- A mass-spectrometric determination of the sublimation pressure diagram of alpha-(trifluoromethyl)-lactic acid as a function of its enantiomeric composition at 293 K shows that the racemic crystals have a 38 +/- 15% higher volatility than the enantiomerically pure crystals and the sublimation eutectic has a 55 +/- 10% higher vapor pressure. These data indicate a possibility for thermodynamically controlled enantiomeric enrichment of the residual material via sublimation of samples of higher than 35 +/- 10% ee. The vibrational spectroscopy of isolated (S,S) and (S,R) dimers in supersonic jets shows that chirality recognition effects are restricted to larger clusters. This is a consequence of the rigid planar carboxylic acid binding motif. (C) 2009 Elsevier B.V. All rights reserved.
- Issue Date
- 2010
- Status
- published
- Publisher
- Elsevier Science Sa
- Journal
- Journal of Fluorine Chemistry
- Organization
- Institut für Physikalische Chemie
- ISSN
- 0022-1139
- Sponsor
- Fonds der Chemischen Industrie; DFG [782]
