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Induced Chirality in Achiral Media—How Theory Unravels Mysterious Solvent Effects
Author(s) -
Neugebauer Johannes
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200702858
Subject(s) - benzene , chirality (physics) , solvent , chemical physics , optical rotation , solvent effects , chemistry , rotation (mathematics) , photochemistry , computational chemistry , materials science , physics , organic chemistry , chiral symmetry , quantum mechanics , geometry , mathematics , nambu–jona lasinio model , quark
The solvent makes the difference : Quantum chemical investigations show that chiroptical properties can originate mainly from a chiral solvent shell rather than from the chiral solute. By using this approach it is possible to explain, for example, why the optical rotation of ( S )‐methyloxirane is positive in water, but has a relatively strong negative value in benzene (see picture; red: ( S )‐ or ( R )‐methyloxirane, blue benzene).
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