High-pressure and temperature dependence of the spontaneous resolution of 1,1′-binaphthyl enantiomers

Literature Information

Publication Date 2018-01-16
DOI 10.1039/C7CP07234A
Impact Factor 3.676
Authors

Kinga Roszak, Andrzej Katrusiak


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Abstract

High pressure increases the temperature of the spontaneous resolution of 1,1′-binaphthyl conformational enantiomers in the crystalline state, which confirms that the enantiomers and racemates are stabilized in the molecular environments in compressed structures. The established pressure–temperature (p–T) preference diagram for the racemate–enantiomer spontaneous crystallization corresponds to a boundary between solid phases, as it is consistent with the Clausius–Clapeyron equation, however, the hysteresis of such a solid-state transformation extends to very high pressure, to 3 GPa, at least according to this study. High-pressure X-ray diffraction study on single crystals of 1,1′-binaphthyl racemate and enantiomer reveals their monotonic compression and structural changes up to 3 GPa. It also reveals the increasing role of intermolecular interactions for stabilizing the structures, despite the exceptionally large density difference between the racemate (1.277 g cm−1) and enantiomers (1.183 g cm−1).

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Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
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Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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